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Journal articles on the topic '6-dione'

Author: Grafiati

Published: 4 June 2021

Last updated: 27 April 2022

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1

Yanni, Amal S. "Heterocyclic quinones: Synthesis of some new heterocyclic quinones from 6-chloroquinoline-5,8-dione hydrochloride." Collection of Czechoslovak Chemical Communications 56, no. 9 (1991): 1919–25. http://dx.doi.org/10.1135/cccc19911919.

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Interaction of 6-chloroquinoline-5,8-dione hydrochloride with amides and/or thioamides in ethylene glycol afforded oxazolo[5,4-g]quinoline-4,9-dione (III) and thiazolo[5,4-g]quinoline-4,9-dione (V). Using semicarbazide and/or thiosemicarbazide in the above reaction, oxadiazino-, and thiadiazino[6,5-g]quinoline-5,10-diones (VI, VII), respectively, were obtained. Their bactericidal activities have been determined.

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2

Chung, Cheng-Yen, Ching-Chun Tseng, Sin-Min Li, Shuo-En Tsai, Hui-Yi Lin, and Fung Fuh Wong. "Structural Identification between Phthalazine-1,4-Diones and N-Aminophthalimides via Vilsmeier Reaction: Nitrogen Cyclization and Tautomerization Study." Molecules 26, no. 10 (2021): 2907. http://dx.doi.org/10.3390/molecules26102907.

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N-Aminophthalimides and phthalazine 1,4-diones were synthesized from isobenzofuran-1,3-dione, isoindoline-1,3-dione, furo [3,4-b] pyrazine-5,7-dione, or 1H-pyrrolo [3,4-c] pyridine-1,3-dione with monohydrate hydrazine to carry out the 5-exo or 6-endo nitrogen cyclization under the different reaction conditions. Based on the control experimental results, 6-endo thermodynamic hydrohydrazination and kinetical 5-exo cyclization reactions were individually selective formation. Subsequently, Vilsmeier amidination derivatization was successfully developed to probe the structural divergence between N-

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3

Yanni, Amal S., Zarif H. Khalil, and Ahmed A. Timmawy. "Synthesis of some new sulfonamide derivatives of 7-chloroquinoline-5,8-dione and pyridocarbazolediones." Collection of Czechoslovak Chemical Communications 56, no. 7 (1991): 1489–94. http://dx.doi.org/10.1135/cccc19911489.

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Interaction of 6-chloroquinoline-5,8-dione hydrochloride (I) or 6,7-dichloroquinoline-5,8-dione (II) with sulfa drug in ethanol containing diethylaniline afforded 7-substituted sulfonamide-10H-pyrido[3,2-b]carbazole-5,11-dione (III), and sulfonamide derivatives of 7-chloroquinoline-5,8-diones (IV). Moreover the reaction of II with arylamine in pyridine afforded substituted 6H-pyrido[2,3-b]carbazole-5,11-dione (V). The structure of the compounds was determined by elemental and spectral analysis, and by chemical reaction.

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4

Farkens, Michael, Ion Neda та Reinhard Schmutzler. "Zur Chemie der 1,3,5-Triaza-2-phosphorinan-4,6-dione. Teil VIII. Weitere 1,3,5-Triaza-2 λ3-und 1,3,5-Triaza-2 λ4-phosphorinan-4,6-dione mit (2-Chlorethyl)amino-und Bis(2-chlorethyl)amino-Substituenten / Chemistry of the 1,3,5-Triaza-2-phosphorinan-4,6-diones. Part VIII. Further 1,3,5-Triaza-2λ3- and 1,3,5-Triaza-2λ4-phosphorinane-4,6-diones with (2-Chloroethyl)amino- and Bis(2-chloroethyl)amino Substituents". Zeitschrift für Naturforschung B 49, № 4 (1994): 445–50. http://dx.doi.org/10.1515/znb-1994-0403.

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In the reaction of 2-chloro-1,5-dimethyl-3-phenyl-1,3,5-triaza-2λ3-phosphorinane-4,6- dione (1) and 2-chloro-1,3,5-triphenyl-1,3,5-triaza-2λ3-phosphorinane-4,6-dione (2) with (2-chloroethyl)amine hydrochloride or bis(2-chloroethyl)amine hydrochloride in the presence of triethylamine the corresponding (2-chloroethyl)amino- and bis(2-chloroethyl)amino-substituted 2λ3-phosphorinane-4,6-diones (3-6) are formed. Oxidation with the hydrogen peroxide- urea-1: 1-adduct gives the corresponding 2-oxo-2λ4-phosphorinane-4,6-diones (7-10), in the same manner as described in the literature for the 1,3,5-tri

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5

Journal, Baghdad Science. "Synthesis & Characterization of Oxazinan and 5-oxa-7-aza-spiro[2,5] octane from reaction of Dibenzylidene with malonic anhydride and 5-oxa-spiro[2,3] hexane-4,6-dione." Baghdad Science Journal 4, no. 2 (2007): 276–84. http://dx.doi.org/10.21123/bsj.4.2.276-284.

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Di Benzylidenes were prepared by condensation of 1,2-diamino benzene with o- hydroxy benzaldehyde. These dibenzylidenes when treated with one equivalent of malonic anhydride or 5-oxo-spiro[2,3]hexane-4,6-dione in dry benzene give 6-membered heterocyclic ring system of 3-{2-[(2-Hydroxy-benzylidene)-amino]-phenyl}-2-(2-hydroxy –phenyl)-[1,3]oxazinane-4,6-diones ( 1-3) or 7-{2-[(2-hydroxy-benzylidene)-amino]-phenyl}-6-(2-hydroxy-phenyl)-5-oxa-7-aza-spiro[2.5]octane-4,8-diones ( 7- 9 ) But when two equivalents of malonic anhydride or 5-oxo-spiro[2,3]hexane-4,6-dione were used and under sam conditi

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6

Slater, Kara A., Brad Andersh, Edward B. Flint, and Gregory M. Ferrence. "6-Phenyloxane-2,4-dione." Acta Crystallographica Section E Structure Reports Online 69, no. 1 (2012): o69. http://dx.doi.org/10.1107/s1600536812049781.

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7

Marcuccio, SM, and JA Elix. "Pyrazine Chemistry. IV. Oxidation of 3,6-Dibenzylpiperazine-2,5-diones." Australian Journal of Chemistry 38, no. 2 (1985): 343. http://dx.doi.org/10.1071/ch9850343.

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The autoxidation of (�) cis- and trans-3,6-dibenzyl-1,4- dimethylpiperazine-2,5-diones (6) and (8) has been shown to give (�)-6- benzyl-1,4-dimethylpiperazine-2,3,5-trione (12). Oxidation of a (2) cis-trans mixture of 1,4-diacetyl-3,6-dibenzylpiperazine-2,5-diones, (5) and (7), with elemental sulfur was shown to give (�)-(Z)-1-acetyl- 6-benzyl-3-benzylidenepiperazine-2,5-dione (10).

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8

Aesha F SH Abdassalam, Aesha F. SH Abdassalam, Semih Kurban Semih Kurban, and Nahide Gulsah Deniz and Cigdem Sayil Nahide Gulsah Deniz and Cigdem Sayil. "Synthesis and Characterization of New Naphtho- and Tetracyclic Diazaquinone Derivatives." Journal of the chemical society of pakistan 41, no. 5 (2019): 834. http://dx.doi.org/10.52568/000805/jcsp/41.05.2019.

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In this study, new 1,4-naphtho- and 5-nitro-1,4-naphtho derivatives containing N- and N,N-substituted groups which has not been reported yet, have been synthesized from 2,3-dichloronaphthalene-1,4-diones (1,9). Compounds of 2-choloro-3-((2,4,6-triflorophenyl)amino)naphthalene-1,4-dione (3) and 2-chloro-3-((4-florophenyl)amino)naphtalene-1,4-dione (7) were obtained by reactions of 2,3-dichloronaphthalene-1,4-dione 1 with 4-fluoroaniline (6) and 2,4,6-trifloroaniline (2), respectively involving a Michael addition. We reported the cyclization reactions of compounds 1 to benzo[g]pirido[3,2-b]quino

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9

Yoneyama, Koichi, Makoto Konnai, Tadao Asami, Nobutaka Takahashi, and Shigeo Yoshida. "Photosystem II Inhibition by 3-Acyl-5-(l-aminoalkylidene)-4-hydroxy- 2H -pyran-2,6(3H)-dione Derivatives." Zeitschrift für Naturforschung C 45, no. 11-12 (1990): 1127–32. http://dx.doi.org/10.1515/znc-1990-11-1208.

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3-Acyl-5-(1-aminoalkylidene)-4-hydroxy-2 H- pyran-2,6(3 H)-dione derivatives carrying lipophilic amino groups were found to be highly potent inhibitors of photosynthetic electron transport, and both the acyl and the aminoalkylidene groups on the pyran ring appeared to be indispensable for high activity. The structural features needed for activity in the 3-acyl-5- (l-am inoalkylidene)-4-hydroxy -2 H-pyran -2 ,6 (3 H)-dione derivatives were very similar to those for 3 -(l-aminoalkylidene)-2H-pyran-2,4(3H)-diones, except for the acyl group in the former compounds. Thermoluminescence measurements

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10

Vyas, Vijyesh K., and Bhalchandra M. Bhanage. "Asymmetric transfer hydrogenation of seven membered tricyclic ketones: N-substituted dibenzo[b,e]azepine-6,11-dione driven by nonclassical CH/O interactions." Organic Chemistry Frontiers 3, no. 5 (2016): 614–19. http://dx.doi.org/10.1039/c6qo00036c.

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Enantioselective transfer hydrogenation of dibenzo-fused-azepine-diones: N-substituted dibenzo[b,e]azepin-6-11-dione was achieved by ruthenium catalysis in the presence of formic acid/triethylamine as a mild hydrogen source.

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11

Al-Romaizan, Abeer N., Nesreen S. Ahmed, and Sherin M. Elfeky. "Design, Synthesis, and Biological Evaluation of Triazolyl- and Triazinyl-Quinazolinediones as Potential Antitumor Agents." Journal of Chemistry 2019 (February 3, 2019): 1–12. http://dx.doi.org/10.1155/2019/9104653.

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Novel 6(3-1H-1,2,4-triazol-1-yl)-3-phenylquinazoline-2,4(1H,3H)-diones (7a–e) were synthesized from different enaminones (6a–e) with 6-hydrazinyl-3-phenylquinazoline-2,4(1H,3H)-dione. 2,6(4-2-Substituted-1,3,5-triazin-1(2H)-yl)-3-phenylquinazoline-2,4(1H,3H)-diones (8a–k) were synthesized from the reaction of 1-(2,4-dioxo-3-phenyl-1,2,3,4-tetrahydroquinazolin-6-yl)thiourea, urea, or guanidine (3a–c) with enaminones (6a–e), and a series from 3-substituted-2-imino-1,3,5-triazin-1(2H)-yl-sulfonyl-phenyl-1-methylquinazoline-2,4(1H,3H)-dione (12a–j) were obtained from the reaction of N-(diaminometh

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12

Rádl, Stanislav. "Preparation of 1-Hydroxyxanthen-9(9H)-ones and 1-Hydroxyacridin-9(10H)-ones via Corresponding 3,4-Dihydro-1,9(2H)-diones." Collection of Czechoslovak Chemical Communications 60, no. 12 (1995): 2127–36. http://dx.doi.org/10.1135/cccc19952127.

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Target 10-cyclopropyl-7-fluoro-1-hydroxy-6-(4-methyl-1-piperazinyl)acridin-9(10H)-one (IVc) and 7-fluoro-1-hydroxy-6-(4-methyl-1-piperazinyl)-9H-xanthen-9-one (IVd) were obtained from corresponding difluoro derivatives IVa and IVb, respectively. These intermediates were synthesized via respective 3,4-dihydro-1,9(2H)-diones Va and Vb. Acridine derivative (10-cyclopropyl-6,7-difluoro-3,4-dihydro-1H-acridine-1,9(2H,10H)-dione, Va) was synthesized from 1-cyclopropyl-6,7-difluoroisatoic anhydride (XI) and xanthene derivative (6,7-difluoro-3,4-dihydro-1H-xanthen-1,9(2H)-dione, Vb) from cyclohexenone

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13

Liu, Hua-quan, Dong-mei Fan, De-cai Wang, and Ping-Kai Ou-yang. "1-Benzyl-6-chloroindoline-2,3-dione." Acta Crystallographica Section E Structure Reports Online 67, no. 12 (2011): o3427. http://dx.doi.org/10.1107/s1600536811048665.

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14

Liu, Hua Quan, Wei Tang, De Cai Wang, and Ping Kai Ou-yang. "6-Chloro-1-methylindoline-2,3-dione." Acta Crystallographica Section E Structure Reports Online 68, no. 1 (2011): o14. http://dx.doi.org/10.1107/s1600536811051294.

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15

Ji, Lei, Qi Fang, and Jian-dong Fan. "6-Bromo-1-butylindoline-2,3-dione." Acta Crystallographica Section E Structure Reports Online 65, no. 1 (2008): o136. http://dx.doi.org/10.1107/s1600536808042098.

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16

Andrade, L. C. R., M. J. M. de Almeida, F. M. Fernandes Roleira, C. L. Varela, and E. J. Tavares da Silva. "6-Methylideneandrost-4-ene-3,17-dione." Acta Crystallographica Section E Structure Reports Online 68, no. 4 (2012): o1263. http://dx.doi.org/10.1107/s1600536812013207.

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In the title compound, C20H26O2, which is the 6-methylene derivative of androstenedione and a synthetic percursor of exemestane, the steroidAring approximates to a sofa (or envelope) conformation, with the methylene group adjacent to the link to theBring lying out of the plane of the other atoms. TheBandCrings have slightly flattened chair conformations and theDring is an envelope, with the CH group forming the flap. In the crystal, molecules are linked by two distinct C—H...O hydrogen bonds, involving acidic H atoms close to C=C and C=O double bonds.

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17

Šimo, Ondrej, Alfonz Rybár, and Juraj Alföldi. "Synthesis of 4-Alkyl- or 4-Phenyl-7-methyl-1,2-dihydro-7H-imidazo[1,2,3-cd]purine-6,8-diones." Collection of Czechoslovak Chemical Communications 63, no. 3 (1998): 407–15. http://dx.doi.org/10.1135/cccc19980407.

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New 4-alkyl- or 4-phenyl-7-methyl-1,2-dihydro-7H-imidazo[1,2,3-cd]purine-6,8-diones 1 were obtained by intramolecular alkylation of 8-alkyl- or 8-phenyl-9-(2-mesyloxyethyl)-1-methyl-9H-purine-2,6(1H,3H)-diones 5. The necessary compounds 5 were prepared from 6-[(2-hydroxyethyl)- amino]-3-methyl-5-nitrosopyrimidine-2,4(1H,3H)-dione (2), which was hydrogenated to 5-amino-6-[(2-hydroxyethyl)amino]-3-methyl derivative 3; consecutive reactions of the latter with an orthocarboxylate and mesyl chloride afforded 8-alkyl- or 8-phenyl-9-(2-hydroxyethyl)-1-methyl-9H-purine- 2,6(1H,3H)-diones 4 and compoun

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18

Jin, Shangde, and Jürgen Liebscher. "Novel Tandem Cyclisations at the Piperazinedione Ring via Cope Rearrangement." Zeitschrift für Naturforschung B 57, no. 4 (2002): 377–82. http://dx.doi.org/10.1515/znb-2002-0403.

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Novel rearrangements of 3-ylidene-piperazine-2,5-dione (1) were achieved affording Cope rearrangement products 3 and 4 under neutral conditions or tricyclic piperazine-2,5-diones 5, rac-6 and 7 by additional tandem cyclisation in formic acid. Cope rearrangement products 3 and 4 were transformed into new quaternary α-amino acids 9 and 11 by hydrogenation and hydrolysis.

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19

Taghavi-Moghadam, Shahriyar, Rüdiger Stumpf, Helmut Fischer, and Wolfgang Pfleiderer. "Facile Synthesis of 6-Aryl-1,3-dimethyl-5H-pyrimido[4,5-b][1,4]diazepine-2,4(1H,3H)-diones." Collection of Czechoslovak Chemical Communications 64, no. 2 (1999): 313–20. http://dx.doi.org/10.1135/cccc19990313.

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A facile procedure for the preparation of 6-aryl-1,3-dimethyl-5H-pyrimido[4,5-b][1,4]diazepine2,4(1H,3H)-diones 8, 9 from 6-amino-5-arylideneamino-1,3-dimethyluracils 1, 2 and triethyl orthoacetate (3) in a two-step reaction via 6-aryl-8-ethoxy-6,7-dihydro-1,3-dimethyl-5H-pyrimido[4,5-b][1,4]diazepine-2,4(1H,3H)-diones 6, 7 is described. Condensation of 1 with diethoxymethyl acetate (10) resulted in the formation of (1,3-dimethyl-2,6-(1H,3H)-dioxopurin-7-yl)(phenyl)methyl acetate (11) and a small amount of 1,3-dimethyl-6-phenylpyrazino[2,3-d]pyrimidine-2,4(1H,3H)-dione (12). The structures of

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20

Hřebabecký, Hubert, and Antonín Holý. "Synthesis of Carbocyclic 4'-C-Hydroxymethyl Analogues of Azidodeoxythymidine, Deoxythymidine, Deoxydidehydrothymidine and Thymidine Carba Analogue with Fused Oxetane Ring." Collection of Czechoslovak Chemical Communications 65, no. 3 (2000): 395–406. http://dx.doi.org/10.1135/cccc20000395.

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Tosylation of (±)-1-[trans-4-hydroxy-3,3-bis(hydroxymethyl)cyclopentyl]-5-methylpyrimidine-2(1H),4(3H)-dione (1) and (±)-1-[cis-4-hydroxy-3,3-bis(hydroxymethyl)cyclopentyl]-5-methylpyrimidine-2(1H),4(3H)-dione (2) and treatment of the obtained 1-{(1R*,3R*,4S*)- 4-hydroxy-3-(hydroxymethyl)-3-[(tosyloxy)methyl]cyclopentyl}-5-methylpyrimidine- 2(1H),4(3H)-dione (6) and 1-{(1R*,3S*,4R*)-4-hydroxy-3-(hydroxymethyl)-3-[(tosyloxy)- methyl]cyclopentyl}-5-methylpyrimidine-2(1H),4(3H)-dione (9) with methanolic sodium methoxide gave 1-[(1R*,4S*,6S*)-4-hydroxymethyl-2-oxabicyclo[3.2.0]hept-6-yl]-5-methylp

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21

Farkens, Michael, Ion Neda, Axel Fischer, Peter G. Jones, and Reinhard Schmutzler. "Zur Chemie der 1,3,5-Triaza-2-phosphinan-4,6-dione, Teil IV. / Chemistry of the 1,3,5-Triaza-2-phosphinane-4,6-diones, Part IV." Zeitschrift für Naturforschung B 48, no. 7 (1993): 853–59. http://dx.doi.org/10.1515/znb-1993-0701.

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The 1,3,5-trimethyl-1,3,5-triaza-2-oxo-2λ4-phosphinane-4,6-diones 7 and 8 were obtained from the 6,8,10-trimethyl-2,2,3,3-tetrakis(trifluoromethyl)-6,8,10-triaza-1,4-dioxa-5 λ5-phosphaspiro[4.5]decane-7,9-diones 3 and 5, either by reaction with water or on heating; in the latter case we assume that tetrakis(trifluoromethyl)oxirane was eliminated. The hydrolysis of 2-(β-chloroethyl)amino-1,3,5-trimethyl-1,3,5-triaza-2-[p-nitrobenzoylimido]-2A4-phosphinane-4,6-dione 4 and of 5-bis-(β-chloroethyl)-amino-6,8,10-trimethyl-2,3-perchlorobenzo-6,8,10-triaza-1,4-dioxa-5λ5-phosphaspiro[4.5]decane-7,9-di

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22

Vlasov, Sergiy V., Hanna I. Severina, Oleksandr V. Borysov, et al. "Synthesis and Antimicrobial Evaluation of 2-(6-Imidazo[1,2-a]pyridin-2-yl-5-methyl-2,4-dioxo-3-phenyl-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl)-N-arylacetamide Derivatives." Molbank 2022, no. 1 (2022): M1331. http://dx.doi.org/10.3390/m1331.

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6-Heteryl-5-methylthieno[2,3-d]pyrimidin-2,4(1H,3H)-diones are of great interest as the promising objects for the search of antibacterials. In this communication, we obtained 6-(imidazo[1,2-a]pyridin-2-yl)-5-methyl-3-phenylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione by interaction of 6-(bromoacetyl)-5-methyl-3-phenylthieno[2,3-d]pyrimidine-2,4(1H,3H)-dione with 2-aminopyridine. The obtained heterocyclic hybrid was further modified by alkylation with 2-chloroarylacetamides. Antimicrobial activity studies for the synthesized compounds using the agar well diffusion method revealed their moderate act

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23

Hayallah, Alaa M. "Design, Molecular Modeling and Synthesis of Some New Purine-diones and Pyridopyrimidine-diones with Anticancer Activity." JOURNAL OF ADVANCES IN CHEMISTRY 13, no. 2 (2017): 5959–76. http://dx.doi.org/10.24297/jac.v13i12.6043.

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An olomoucine analogues of 2-[(1-substituted)-2,6-dioxo-2,3,6,7â€“tetrahydro-1H-purin-8-ylsulfanyl]-N-substituted acetamide 6a-g and 7a-g, 1-substituted-8-[2-(4-substituted phenyl)-2-oxoethylsulphanyl]-3,7-dihydro-1H-purine-2,6-diones 9a-g and 10a-g, 3-(2-substituted benzyl)-6-(4-substituted phenyl)-1H-thiazolo[2,3-f]purine-2,4-dione 11a-g and 12a-g and their isosteres 3-substituted benzyl-5-methyl-7-substituted-1H-pyrido[2,3-d]pyrimidine-2,4-dione 13a-c and 14a-c were designed and synthesized. The target compounds 11a-g and 12a-g were prepared by cyclodehydration of 9a-g and 10a-g in PPA, whi

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24

Spassov, Grigor, та Wolf-Rainer Abraham. "6β-Hydroxylation of 17α-Acetoxycortexone by Flavobacterium". Zeitschrift für Naturforschung C 48, № 9-10 (1993): 727–30. http://dx.doi.org/10.1515/znc-1993-9-1008.

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Fermentation of a mixture of 3,17α,21-triacetoxy-3,5-pregna-diene-20-one and 17α ,21- diacetoxy-4-pregnene-3,20-dione with Flavobacterium dehydrogenans ATCC 13930 led to 17α-acetoxy-21-hydroxy-4-pregnene-3,20-dione as the main product and the novel 17 aacetoxy- 6β,21-dihydroxy-4-pregnene-3,20-dione and 17α-acetoxy- 6α ,21-dihydroxy-4-pregnene- 3,20-dione as the minor ones. 6 -Hydroxylation was not found so far with this strain. The finding is in good accordance with the model of 6 -hydroxylation of steroids proposed for fungi by Holland et al

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25

Gornostaev, Leonid M., Elvira V. Nuretdinova, Olga I. Fominykh, Yulia G. Romashkova, and Oleg Kh Poleshuk. "1-Hydroxy-2-aryl(alkyl)-1H-naphto[2,3-d]imidasole-4,9-diones, their alkylation and tautomerism." Butlerov Communications 64, no. 11 (2020): 1–8. http://dx.doi.org/10.37952/roi-jbc-01/20-64-11-1.

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Nitrogen-containing polycyclic quinoid compounds are of interest because some of them have various types of biological activity including antitumor activity. Particular attention is drawn to quinoid N-oxides, which are potential oxidizers and sources of nitric oxide. It is known that 1-R-4,9-dioxo-1Н-naphtho[2,3-d]imidazole-4,9-diones and their oximation products, 1-R-4,9-dioxo-1Н-naphtho[2,3-d][1,2,3]triazol-2-oxid-4-оximes, exhibit antitumor activity comparable with that of doxorubicin. In this regard, it is of interest to study other naphthoquinone derivatives that contain the N-oxide fragm

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26

Collis, Gavin E., Dylan Jayatilaka, and Dieter Wege. "Cyclopropa-Fused Quinones. The Generation and Trapping of Bicyclo[4.1.0]hepta-1(6),3-diene-2,5-dione and 1H-Cyclopropa[b]naphthalene-2,7-dione." Australian Journal of Chemistry 50, no. 5 (1997): 505. http://dx.doi.org/10.1071/c96204.

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The title compounds (3) and (4) have been generated at low temperature by debromosilylation of 1-bromo-6-trimethylsilylbicyclo[4.1.0]hept-3-ene-2,5-dione (23) and 1a-bromo-7a-trimethylsilyl-1a,7a-dihydro-1H-cyclopropa[b]naphthalene-2,7-dione (38) respectively. Both cyclopropa-fused quinones are reactive but each could be trapped with furan to give a pair of cycloadducts, which were remarkably resistant to cycloreversion. In the absence of added trapping agent, the cyclopropanaphthoquinone (4) was intercepted by fluoride ion to give 1a-fluoro-1a,7a-dihydro-1H-cyclopropa[b]naphthalene-2,7-dione

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27

Tobe, Yoshito, Takuya Furukawa, Kazuya Kobiro, Kiyomi Kakiuchi, and Yoshinobu Odaira. "Synthesis of 8-(methoxycarbonyl)[6]paracyclophane-3,4-dione." Journal of Organic Chemistry 54, no. 2 (1989): 488–91. http://dx.doi.org/10.1021/jo00263a044.

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28

Yan, Ji-Dan, Ming Lu, Yu-Ping Guo, Chun-Bao Li, and Xiang-Yang Tang. "(5S,6R)-4,5-Dimethyl-6-phenylmorpholine-2,3-dione." Acta Crystallographica Section E Structure Reports Online 61, no. 7 (2005): o2167—o2168. http://dx.doi.org/10.1107/s160053680501682x.

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29

Li, Gong-Chun, Hong-Sheng Wang, Yu-Jiao Niu, and Feng-Ling Yang. "6-(Trifluoromethyl)pyrimidine-2,4(1H,3H)-dione monohydrate." Acta Crystallographica Section E Structure Reports Online 66, no. 7 (2010): o1699. http://dx.doi.org/10.1107/s1600536810022683.

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30

Gałdecki, Z., P. Grochulski, Z. Wawrzak, W. L. Duax, and P. D. Strong. "Structure of 6-methylene-4-pregnene-3,20-dione." Acta Crystallographica Section C Crystal Structure Communications 46, no. 5 (1990): 941–43. http://dx.doi.org/10.1107/s0108270189013594.

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31

Lewis, William, Robert H. McKeown, and Ward T. Robinson. "6-Isopropoxy-5-isopropylpyrimidine-2,4(1H,3H)-dione." Acta Crystallographica Section E Structure Reports Online 60, no. 12 (2004): o2429—o2431. http://dx.doi.org/10.1107/s1600536804030077.

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32

Torre-Fernández, Laura, Santiago García-Granda, and Hugo Fanlo. "(E)-7-(2-Furyl)-6-heptene-2,5-dione." Acta Crystallographica Section E Structure Reports Online 63, no. 5 (2007): o2113—o2114. http://dx.doi.org/10.1107/s1600536807013876.

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33

Brachet-Cota, Adriana L., та Gerardo Burton. "Mercuric Oxide-Iodine Oxidation of 6β-Hydroxypregnanes. Influence of the C-5 Functionality". Zeitschrift für Naturforschung B 43, № 4 (1988): 491–96. http://dx.doi.org/10.1515/znb-1988-0419.

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Abstract Oxidation of 6β-hydroxyprogesterone and 3β-acetoxy-5 α,6 β-dihydroxypregnan-20-one with mercuric oxide-iodine under photolytic conditions rendered 4α-iodo-5β,6β-oxidopregnan-3,20-dione and 3β-acetoxy-7-iodo-19-formyloxy-5,7-seco-6-norpregnan-5,20-dione respectively.

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34

Halladay, PK, and WB Cowden. "3-Methyl-8-(substituted phenyl)-pteridine-2,4(3H,8H)-diones as Potential Antimalarials." Australian Journal of Chemistry 43, no. 8 (1990): 1449. http://dx.doi.org/10.1071/ch9901449.

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A series of 6,7,8-substituted 3-methylpteridine-2,4(3H,8H)- diones was synthesized by condensation of 5-amino-6-(substituted anilino )-3-methylpyrimidine-2,4(1H,3H)- dione with α- dicarbonyl reagents. These compounds were tested for antimalarial activity against the human parasite Plasmodium falciparum in culture, and lethal Plasmodium vinckei vinckei in mice. The 6,7-unsubstituted pteridinediones were active against cultured P. Falciparum ; however, none of the series was active against P. vinckei vinckei in mice.

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35

Tran, Thang Dinh. "CHARACTERIZATION OF CYTOCHALASINS AND STEROIDS FROM THE FRUITING BODIES OF Daldinia concentrica (BOLTON FR. CES. & DE NOT) IN VIETNAM." Vietnam Journal of Science and Technology 56, no. 4A (2018): 83. http://dx.doi.org/10.15625/2525-2518/56/4a/12949.

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ABSTRACT-HCTN_14[11]-cytochalasa-6(12), 13-diene- 1, 21-dione-7, 18, 19- trihydroxy-16,18-dimethyl-10-phenyl-(7S*, 13E, 16S*, 18S*, 19R*) (1), [11]-cytochalasa-6(12),13-dien-1,21-dion-7,18-dihydroxy-16,18-dimethyl-10-phenyl -(7S*, 13E, 16S*, 18R*) (2), ergosterol (3) and ergosterol peroxit (4) were isolated from the methanolic extract of the fruit body of Daldinia concentrica. The structures of these compounds were elucidated using a combination of UV, IR, 1D and 2D NMR techniques (1H-, 13C-NMR, COSY, HSQC and HMBC) and MS analyses.

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36

Sung, Shi-Jean Susana, David B. South, and Dean H. Gjerstad. "Bioassay Indicates a Metabolite of Hexazinone Affects Photosynthesis of Loblolly Pine (Pinus taeda)." Weed Science 33, no. 4 (1985): 440–42. http://dx.doi.org/10.1017/s0043174500082618.

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The effects of hexazinone [3-cyclohexyl-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4 (1H, 3H)-dione] and its metabolites, A [3-(4-hydroxycyclohexyl)-6-(dimethylamino)-1-methyl-1,3,5-triazine-2,4 (1H,3H)-dione], B [3-cyclohexyl-6-(methylamino)-1-methyl-1,3,5-triazine-2,4 (1H,3H)-dione], C [3-(4-hydroxycyclohexyl)-6-(methylamino)-1-methyl-1,3,5-triazine-2,4 (1H,3H)-dione], D [3-cyclohexyl-1-methyl-1,3,5-triazine-2,4,6 (1H, 3H,5H)-trione], and E [3-(4-hydroxycy clohexyl)-1-methyl-1,3,5-triazine-2,4,6 (1H,3H,5H)-trione], on photosynthesis of loblolly pine primary needle segments were studied usin

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37

Choudhary, Muhammad Iqbal, Muhammad Nasir, Shamsun N. Khan та ін. "Microbial Hydroxylation of Hydroxyprogesterones and α-Glucosidase Inhibition Activity of Their Metabolites". Zeitschrift für Naturforschung B 62, № 4 (2007): 593–99. http://dx.doi.org/10.1515/znb-2007-0419.

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Microbial transformation of 11α-hydroxyprogesterone (1) with Cunninghamella elegans, Gibberella fujikuroi, Fusarium lini, and Candida albicans yielded 11α,15α,16α-trihydroxypregn-4- ene-3,20-dione (3), 11α-hydroxy-5α-pregnane-3,20-dione (4), 6β ,11α-dihydroxypregn-4-ene-3,20- dione (5), 11α-hydroxypregna-1,4-diene-3,20-dione (6), 11α,17β -dihydroxyandrost-4-en-3-one (7), and 11α,15α-dihydroxypregn-4-ene-3,20-dione (8). On the other hand, microbial transformation of 17α-hydroxyprogesterone (2) with Cunninghamella elegans and Fusarium lini yielded 11α,17α- dihydroxypregn-4-ene-3,20-dione (9), an

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38

Hegab, Mohamed I., Nasser A. Hassan, and Farouk M. E. Abdel-Megeid. "Three-component Reaction of Cycloheptanone, 6-Amino-1,3-Dimethyluracil and Aromatic Aldehydes; X-Ray Structure, and Anti-inflammatory Evaluation of the Products." Zeitschrift für Naturforschung B 63, no. 9 (2008): 1117–26. http://dx.doi.org/10.1515/znb-2008-0917.

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1,3-Dimethyl-5-aryl-1,6,7,8,9,10-hexahydrocyclohepta[5,6]pyrido[2,3-d]pyrimidine-2,4-diones 4a, b (the linear regioisomers) and the Schiff bases, 6-N-benzylidenamino-1,3-dimethyluracil derivatives 5a, b, were isolated from a three-component reaction of cycloheptanone, 6-amino-1,3- dimethyluracil, and 4-chloro- or 4-bromobenzaldehyde. Surprisingly, 1,3-dimethyl-10-aryl-1,5,6,7, 8,9-hexahydrocyclohepta[4,5]pyrido-[2,3-d]pyrimidine-2,4-diones 6f, g (the angular regioisomers which are described for the first time in the literature under the given reaction conditions) and the Schiff bases, 6-N-benz

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39

Werstiuk, N. H., S. Yeroushalmi, and Hong Guan-Lin. "Synthesis of bicyclic diones and thiones. Facile methylation of the enolates of bicyclo[2.2.1]heptane-2,5-dione and bicyclo[2.2.2]octane-2,5-dione. An AM1 computational study of bicyclic enolates." Canadian Journal of Chemistry 70, no. 3 (1992): 974–80. http://dx.doi.org/10.1139/v92-130.

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A group of bicyclic ketones and thiones have been synthesized for homenolization studies. Bicyclo[2.2.1]heptane-2,5-dione (6) undergoes unusually rapid tetramethylation giving 3,3,6,6-tetramethylbicyclo[2.2.1]heptane-2,5-dione (1) in good yield. Treatment of 1 with P2S5 in xylene gave 3,3,6,6-tetramethylbicyclo[2.2.1]heptane-2,5-dithione (2) and 3,3,6,6-tetramethyl 15-oxo-bicyclo[2.2.1]heptane-2-thione (3), which was converted into 4 with Raney nickel. Bicyclo[2,2,2]octane-2,5-dione (7), prepared via a Diels–Alder reaction between 2-trimethylsilyloxy-1,3-cyclohexadiene and and α-acetoxyacrylon

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40

Šafář, Peter, František Považanec, Naďa Prónayová, et al. "Dichotomy in the Ring Opening Reaction of 5-[(2-Furyl)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione with Cyclic Secondary Amines." Collection of Czechoslovak Chemical Communications 65, no. 12 (2000): 1911–38. http://dx.doi.org/10.1135/cccc20001911.

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5-[(2-Furyl)methylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione (1a) treated with equimolar amount of pyrrolidine or hexahydroazepine afforded 5-(pyrrolidine)- (2a) or 5-[(hexahydro- azepine-1-yl)-2-hydroxypenta-2,4-dien-1-ylidene]-2,2-dimethyl-1,3-dioxane-4,6-dione (2d). Their treatment with hydrobromic acid led to cyclization and formation of stable 5-cyclopentenyl-4H-1,3-dioxine hydrobromides (3a, 3d). Under the same conditions 1a treated with morpholine or piperidine yielded a mixture of 2b, 3b and 2c, 3c, respectively. The corresponding 3-substituted furans 1b-1e gave only substituted 5-cyclo

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41

Roxburgh, Craig J., and Lee Banting. "Synthesis and Ring Cyclization - Expansion - Contraction Reactions of Some New 2,2-Disubstituted Indan-1,3-diones and Related Compounds." Australian Journal of Chemistry 59, no. 1 (2006): 59. http://dx.doi.org/10.1071/ch05169.

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We have found that the hydrochloride of 2-phenyl-2-[2-(2-piperidyl)ethyl]-4,5,6,7-tetrahydroindan-1,3-dione 1 possesses marked analgesic activity (100% inhibition referenced to codeine) and report, as part of an extensive synthetic program, the synthesis of 38 new and structurally related compounds. Selective catalytic hydrogenation of the pyridine ring of 2-phenyl-2-[2-(2-pyridyl)ethyl]-indan-1,3-dione 2 yields the nine-membered nitrogen-containing heterocycle 6 by a novel ring cyclization–expansion reaction. The structural and functional group parameters required for this novel ring-expansio

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42

Boraei, Ahmed T. A., Matti Haukka, Ahmed A. M. Sarhan, Saied M. Soliman, and Assem Barakat. "Intramolecular Hydrogen Bond, Hirshfeld Analysis, AIM; DFT Studies of Pyran-2,4-dione Derivatives." Crystals 11, no. 8 (2021): 896. http://dx.doi.org/10.3390/cryst11080896.

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Intra and intermolecular interactions found in the developed crystals of the synthesized py-ron-2,4-dione derivatives play crucial rules in the molecular conformations and crystal stabili-ties, respectively. In this regard, Hirshfeld calculations were used to quantitatively analyze the different intermolecular interactions in the crystal structures of some functionalized py-ran-2,4-dione derivatives. The X-ray structure of pyran-2,4-dione derivative namely (3E,3′E)-3,3′-((ethane-1,2-diylbis(azanediyl))bis(phenylmethanylylidene))bis(6-phenyl-2H-pyran-2,4(3H)-dione) was determined. It crystalliz

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43

Neda, Ion, Michael Farkens та Reinhard Schmutzler. "Zur Chemie der 1,3,5-Triaza-2-phosphorinan-4,6-dione. Teil VII+. Über die Synthese von 2-Methoxy- und 2-Trimethylsiloxy-1,3,5-trimethyI- 1.3.5-triaza-2λ3-phosphorinan-4,6-dion sowie 2-Chlor-1,3,5-trimethyl- 1.3.5-triaza-2-oxo-2λ4-phosphorinan-4,6-dion / Chemistry of the 1,3,5-Triaza-2-phosphorinane-4,6-diones. Part VII. Synthesis of 2-Methoxy- and 2-Trimethylsiloxy-1,3,5-trimethyl-1.3.5-triaza-2λ3-phosphorinane-4,6-dione and 2-Chloro-1,3,5-trimethyl- 1.3.5-triaza-2-oxo-2λ4-phosphorinane-4,6-dione". Zeitschrift für Naturforschung B 49, № 2 (1994): 165–70. http://dx.doi.org/10.1515/znb-1994-0202.

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The reactions of 1,3,5-trimethylbiuret with methyldichlorophosphite, and of 2-chloro- 1.3.5-trimethyl-1,3,5-triaza-2λ3-phosphorinane-4,6-dione 1 with methanol or methoxytrimethylsilane furnished the methoxy-substituted triazaphosphorinane-dione 3. In the reaction of 2-hydro-1,3,5-trimethyl-1,3,5-triaza-2-oxo-2λ4-phosphorinane-4,6-dione 2 with diethylaminotrimethylsilane the corresponding trimethylsiloxy-substituted triazaphosphorinane- dione 4 was formed. The reactions of 3 and 4 with sulphuryl chloride gave 2-chloro-1,3,5-trimethyl-1,3,5-triaza-2-oxo-2λ4-phosphorinane-4,6-dione 5, whose synth

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44

Best, WM, RFC Brown, PD Tiso, and KG Watson. "The Synthesis of Cyclohexane-1,3-diones Bearing an Isoxazoline or a Dihydro-1,2-oxazine Ring at C2." Australian Journal of Chemistry 43, no. 2 (1990): 427. http://dx.doi.org/10.1071/ch9900427.

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Dimedone (6) was C-acylated with 4-(1′-methylethylideneaminooxy) butanoic acid (7), and the product (8) was hydrolysed to give 2-(5′,6′-dihydro-4′H-1′,2′-oxazin-3′-yl)- 5,5-dimethylcyclohexane-1,3-dione (3). The 2-(4′,5′-dihydroisoxazol-3′-yl) 1,3-dione (4) was obtained in <2% yield from dimedone anion and 3-nitro-2-isoxazoline (11).

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45

Bremner, JB, BM Eschler, BW Skelton, and AH White. "Photolysis of Vinylogous Chloroacetamides as a Route to Novel Bridged Heterocycles." Australian Journal of Chemistry 47, no. 10 (1994): 1935. http://dx.doi.org/10.1071/ch9941935.

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Photolysis of 1-( chloroacetyl )-8,9-dimethoxy-2,3,5,6-tetrahydropyrrolo[2,1-a] isoquinoline (4a) and 1-( chloroacetyl )-9,10-dimethoxy-3,4,6,7-tetrahydro-2H-benzo[a] quinolizine (4b) in acidified water/ acetonitrile each gave mixtures of two products: 10,11-dimethoxy-1,4,5,6,7,8-hexahydro-3,6-methano-2H-3-benzazecine-7,13-dione (5) plus crude 7,8-dimethoxy-1,2,4,5,9,10-hexahydrobenzo [de] pyrrolo [3,2,1-ij] isoquinoline-9,10-dione (6); and 12-hydroxy-11-methoxy- 1,2,4,5,6,7,8,9-octahydro-3,7-methano-3-benzazacycloundecine-8,14-dione (7) and 8,9-dimethoxy-2,3,5,6,10,11-hexahydro-1H-benzo[de] p

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46

Espenbetov, A. A., A. I. Yanovskii, Yu T. Struchkov, B. M. Butin, R. N. Il'yasov, and K. B. Erzhanov. "Crystal and molecular structure of 6-phenyl-6-thioxo-6-phosphatetracyclo[8.6.1.0.1.509.13]heptadecane-14,17-dione." Journal of Structural Chemistry 30, no. 6 (1990): 1009–11. http://dx.doi.org/10.1007/bf00752808.

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47

Abuel-Magd, A., A. El-Shorbagi, M. Hussein, M. Hamdy, and A. Abdel-Alim. "NEW 1,4-DISUSTITUTED-6-HYDROXYPERHYDRO-1,4-DIAZEPINE2,3-DIONE DERIVATIVES." Bulletin of Pharmaceutical Sciences. Assiut 27, no. 2 (2004): 193–202. http://dx.doi.org/10.21608/bfsa.2004.65445.

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48

Low, J. N., G. Ferguson, M. Nogueras, A. Sánchez, and J. Cobo. "6-Acetylamino-5-(diacetylamino)pyrimidine-2,4(1H,3H)-dione." Acta Crystallographica Section C Crystal Structure Communications 55, no. 5 (1999): 749–51. http://dx.doi.org/10.1107/s0108270198018290.

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49

Lewis, William, Robert H. McKeown, and Ward T. Robinson. "6-Amino-5,5-diisopropyl-5H-pyrimidine-2,4-dione hemihydrate." Acta Crystallographica Section E Structure Reports Online 60, no. 10 (2004): o1739—o1741. http://dx.doi.org/10.1107/s1600536804022056.

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50

Arrieta, Antonio F., and Arvid Mostad. "Orthorhombic form of 6-phenylhex-5-ene-2,4-dione." Acta Crystallographica Section E Structure Reports Online 57, no. 12 (2001): o1198—o1199. http://dx.doi.org/10.1107/s1600536801018669.

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