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1

Nakao, Michiyasu, Nanako Nishikiori, Akihito Nakamura, et al. "Synthesis of Sterically Protected Isoindoles from ortho-Phthalaldehyde." SynOpen 02, no. 01 (2018): 0050–57. http://dx.doi.org/10.1055/s-0036-1591932.

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o-Phthalaldehyde (OPA) reacts with O-protected tris(hydroxyalkyl)aminomethanes in the presence of 1-propanethiol to afford a novel class of stable isoindoles. Steric protection provided by the bulkiness of C 3-symmetric primary amines derived from tris(hydroxymethyl)aminomethane could be significant for the stabilization of 1-alkylthio-2-alkyl-substituted isoindoles derived from OPA. A plausible reaction mechanism is proposed to explain the formation of the isoindole and an isoindolin-1-one by-product.
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2

Leznoff, Clifford C., Shafrira Greenberg, Ben Khouw, and A. B. P. Lever. "The syntheses of mono- and disubstituted phthalocyanines using a dithioimide." Canadian Journal of Chemistry 65, no. 8 (1987): 1705–13. http://dx.doi.org/10.1139/v87-285.

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Hydrolysis of 5-neopentoxy-1,3-diiminoisoindoline gave 5-neopentoxy-1H-isoindole-1,3(2H)-dione (4-neopentoxyphthalimide), which, on treatment with Lawesson's reagent, yielded the thiophthalimides, 5-neopentoxy-1H-isoindole-1,3(2H)-dithione, 2,3-dihydro-6-neopentoxy-3-thioxo-1H-isoindol-1-one, and 2,3-dihydro-5-neopentoxy-3-thioxo-1H-isoindol-1-one. Attempted S-alkylations of the thiophthalimides resulted in the formation of β-isoindigos and N-alkylation products. In a new phthalocyanine synthesis crossed condensations of 1,3-diiminoisoindoline with 5-neopentoxy-1H-isoindole-1,3(2H)-dithione yi
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3

Alekseeva, Kseniia A., Elizaveta A. Kvyatkovskaya, Eugeniya V. Nikitina, et al. "Transposition of Aromaticity from a Furan to a Cyclohexane Ring in Furoisoindoles During the Interaction of 3-(Furyl)allylamines with Bromomaleic Anhydride." Synlett 31, no. 03 (2020): 255–60. http://dx.doi.org/10.1055/s-0039-1690782.

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An unexpected four-step reaction sequence was discovered in the course of investigation of the interaction between 3-(furan-2-yl)allylamines and bromomaleic anhydride. This conversion begins with the initial N-acylation of the allylamines by the anhydride, followed by intramolecular Diels–Alder reaction, which is accompanied by a dehydrohalogenation, and ends with the formation of partially unsaturated furo[2,3-f]isoindoles followed by transposition of aromaticity from the furan moiety to the neighboring cyclohexane ring. The reaction between 3-(furan-3-yl)allylamines and bromomaleic anhydride
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4

Tkachuk, V., T. Lyubchuk, T. Tkachuk, and O. Hordiyenko. "A DEVELOPMENT OF AN EFFECTIVE METHOD FOR THE SYNTHESIS OF 2-(5-OXO-4,5-DIHYDRO-1,2,4-OXADIAZOL-3-YL)BENZOIC ACID." Bulletin of Taras Shevchenko National University of Kyiv. Chemistry, no. 1 (57) (2020): 51–54. http://dx.doi.org/10.17721/1728-2209.2020.1(57).13.

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2-(5-Oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)benzoic acid was synthesized using a new effective method – thermal heterocyclization of 3-(hydroxyimino)isoindolin-1-one, which occurs as a result of its interaction with 1,1'-carbonyldiimidazole (CDI) and subsequent base-promoted cycleopening of the obtained intermediate 3H,5H-[1,2,4]oxadiazolo[3,4-a]isoindole-3,5-dione. Direct cyclization of 3-(hydroxyimino)isoindolin-1-one by the reaction with diethyl carbonate in the presence of sodium ethylate in ethanol at room temperature and under heating was unsuccessful. The same result was observed when usi
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5

Yegorova, Tatyana, Bogdan Barnych, and Zoia Voitenko. "Reaction of pyrido[2,1-a]isoindole with 1,4-naphtoquinone and study of the product by spectroscopic methods." French-Ukrainian Journal of Chemistry 4, no. 2 (2016): 33–39. http://dx.doi.org/10.17721/fujcv4i2p33-39.

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Key role of the electronic structure of condensed isoindols in the way of the rearrangement was shown. Influence of the dienophile manifests in the requirement of the cyclic form of the dienophile itself. In the reaction of pyrido[2,1-a]isoindole with naphtoquinone rearrangement product of the first type was obtained and its structure was proven by spectral methods. Spectral criteria for the rearranged adducts of the first type for the pyrido[2,1-a]isoindole in the 13C NMR spectra were established. Products of reactions with naphthoquinone, 4-fluoro-, 2,5-difluorophenylmaleimides were isolated
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6

Maas, Gerhard, Hans-Georg Herz, Elke Scheppach, Barbara Susanne, and Hans-Jörg Schneider. "Reactivity of Tetracyclic Iminium Salts of the Benzo[f]pyrido[2,1-a]- isoindole and Azepino[2,1-a]benzo[f]isoindole Type, with a Preliminary Analysis of their Interactions with Nucleic Acids*." Zeitschrift für Naturforschung B 59, no. 4 (2004): 486–97. http://dx.doi.org/10.1515/znb-2004-0417.

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AbstractHydride reduction of the tetracyclic isoindolium salt derivatives 2a - c yields the neutral isoindole derivatives 9-chloro-1,2,3,4,6,6a,7,12b-octahydrobenzo[ƒ]pyrido[2,1-a]isoindole (3a), 4,4a,5,7,8,9,10,10a-octahydropyrido[2,1-a]thieno[3,2-f]isoindole (3b), and 10-chloro- 2,3,4,5,7,7a,8,13b-octahydro-1H-azepino[ƒ]pyrido[2,1-a]isoindole (3c). Oxidation of 3a with selenium dioxide is accompanied by a ring transformation and yields 8-chloro-5,5a,6,12-tetrahydrobenzo[g]pyrrolo[1,2-b]isoquinolin-12-one (4). Deprotonation of isoindolium salt derivatives 2a,c,d yields cyclic enamines which u
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7

Giofrè, Salvatore V., Santa Cirmi, Raffaella Mancuso, et al. "Synthesis of spiro[isoindole-1,5’-isoxazolidin]-3(2H)-ones as potential inhibitors of the MDM2-p53 interaction." Beilstein Journal of Organic Chemistry 12 (December 20, 2016): 2793–807. http://dx.doi.org/10.3762/bjoc.12.278.

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A series of spiro[isoindole-1,5-isoxazolidin]-3(2H)-ones has been synthesized by 1,3-dipolar cycloaddition of N-benzylnitrone with isoindolin-3-methylene-1-ones. The regio- and stereoselectivity of the process have been rationalized by computational methods. The obtained compounds show cytotoxic properties and antiproliferative activity in the range of 9–22 μM. Biological tests suggest that the antitumor activity could be linked to the inhibition of the protein–protein p53-MDM2 interaction. Docking measurements support the biological data.
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8

Ferland, Jean-Marie, Christopher A. Demerson, and Leslie G. Humber. "Synthesis of derivatives of isoindole and of pyrazino[2,1-a]isoindole." Canadian Journal of Chemistry 63, no. 2 (1985): 361–65. http://dx.doi.org/10.1139/v85-061.

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Amines were reacted with lactones 7 or with unsaturated nitro derivatives 8 to give isoindole and pyrazino[2,1-a]isoindole derivatives. The mechanisms of formation, proofs of structure, and stereochemistry are presented.
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9

Palkó, Márta, Mohamed El Haimer, Zsanett Kormányos, and Ferenc Fülöp. "Synthesis of Novel N-Heterocyclic Compounds Containing 1,2,3-Triazole Ring System via Domino, “Click” and RDA Reactions." Molecules 24, no. 4 (2019): 772. http://dx.doi.org/10.3390/molecules24040772.

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An uncomplicated, high-yielding synthetic route has been developed to constitute complicated heterocycles, applying domino, click and retro-Diels–Alder (RDA) reaction sequences. Starting from 2-aminocarboxamides, a new set of isoindolo[2,1-a]quinazolinones was synthesized with domino ring closure. A click reaction was performed to create the 1,2,3-triazole heterocyclic ring, followed by an RDA reaction resulting in dihydropyrimido[2,1-a]isoindole-2,6-diones. The absolute configuration, concluded by the norbornene structure that served as a chiral source, remained constant throughout the transf
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10

Bhat, Mashooq A., Mohamed A. Al-Omar, Ahmed M. Naglah, and Abdullah Al-Dhfyan. "Biginelli Synthesis of Novel Dihydropyrimidinone Derivatives Containing Phthalimide Moiety." Journal of Chemistry 2020 (March 9, 2020): 1–5. http://dx.doi.org/10.1155/2020/4284628.

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A new series of novel Biginelli compounds, 5-benzoyl-substituted phenyl-3,4-dihydropyrimidin-2(1H)-one-1H-isoindole-1,3(2H)-dione (1−10), were synthesized from enaminone, 2-{4-[(2E)-3-(dimethylamino)prop-2-enoyl]phenyl}-1H-isoindole-1,3(2H)-dione (IV), which was synthesized by refluxing 2-(4-acetylphenyl)-1H-isoindole-1,3(2H)-dione (III), with dimethylformamide-dimethylacetal (DMF-DMA) without solvent for 12 h. The compound 2-(4-acetylphenyl)-1H-isoindole-1,3(2H)-dione (III) was obtained by reacting phthalic anhydride (I) with para-aminoacetophenone (II) in glacial acetic acid for 2 h. The dih
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11

Lee, Albert, Ya-Li Chen, Man-Ho Lee, and Wai-Yeung Wong. "Oxadisilole-Fused Isoindole." Synlett 2006, no. 15 (2006): 2510–12. http://dx.doi.org/10.1055/s-2006-950420.

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12

Escalante, Carlos H., Eder I. Martínez-Mora, Carlos Espinoza-Hicks, et al. "Highly selective Diels–Alder and Heck arylation reactions in a divergent synthesis of isoindolo- and pyrrolo-fused polycyclic indoles from 2-formylpyrrole." Beilstein Journal of Organic Chemistry 16 (June 17, 2020): 1320–34. http://dx.doi.org/10.3762/bjoc.16.113.

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A highly regio-, chemo- and stereoselective divergent synthesis of isoindolo- and pyrrolo-fused polycyclic indoles is herein described, starting from 2-formylpyrrole and employing Diels–Alder and Heck arylation reactions. 3-(N-Benzyl-2-pyrrolyl)acrylates and 4-(pyrrol-2-yl)butenones underwent a highly endo-Diels–Alder cycloaddition with maleimides to furnish octahydropyrrolo[3,4-e]indoles, which served as precursors in the regioselective synthesis of aza-polycyclic skeletons via an intramolecular Heck arylation reaction. Through the latter reaction, the 3-(N-benzyl-2-pyrrolyl)acrylates give ri
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13

Ghiasi, Reza, and Morteza Zaman Fashami. "Tautomeric transformations and reactivity of isoindole and sila-indole: A computational study." Journal of Theoretical and Computational Chemistry 13, no. 05 (2014): 1450041. http://dx.doi.org/10.1142/s0219633614500412.

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In this work, the tautomeric transformations and reactivity of isoindole and sila-isoindole molecules has been explored using the B3LYP/6-311G(d,p) level of theory in gas and solution phases. These calculations show that isoindole isomer has more stability rather than 1-h-isoindole. There is identical trend in silated species. The frontier molecular orbitals (FMO) and band gap energy calculations were performed at the B3LYP/6-311G(d,p) level in gas and various solvent. Solvent effects have been analyzed by using the self-consistent reaction field (SCRF) method based on polarizable continuum mo
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14

KHAN, Yamin M., Matthew WICTOME, Malcolm EAST, and Anthony G. J. LEE. "Labelling the Ca2+-ATPase of skeletal-muscle sarcoplasmic reticulum with the cross-linker o-phthalaldehyde." Biochemical Journal 317, no. 2 (1996): 433–37. http://dx.doi.org/10.1042/bj3170433.

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The Ca2+-ATPase in the sarcoplasmic reticulum of skeletal muscle reacts with o-phthalaldehyde (OPA) to form a fluorescent isoindole product. The stoichiometry of labelling of the ATPase is 9 nmol of isoindole/mg of ATPase, corresponding to a 1:1 molar ratio of isoindole:ATPase. There is no evidence for any intermolecular cross-linking. Isoindole formation is faster in the presence of methylamine, but the stoichiometry of labelling is unchanged, whereas in the presence of 2-mercaptoethanol the level of labelling is much higher. It is concluded that OPA reacts with a single Cys residue (defining
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15

Wu, Yun-Deng, Xiao-Hong Liu, Jian Xu, et al. "Crystal structure of an apremilast ethanol hemisolvate hemihydrate solvatomorph." Acta Crystallographica Section E Crystallographic Communications 73, no. 6 (2017): 821–24. http://dx.doi.org/10.1107/s2056989017006661.

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The title compound, C22H24N2O7S·0.5C2H5OH·0.5H2O {systematic name: (S)-4-acetamido-2-[1-(3-ethoxy-4-methoxyphenyl)-2-(methylsulfonyl)ethyl]isoindoline-1,3-dione ethanol hemisolvate hemihydrate}, is a novel solvatomorph of apremilast (AP), which is an inhibitor of phosphodiesterase 4 (PDE4) and is indicated for the treatment of adult patients with active psoriatic arthritis. The asymmetric unit contains one molecule of AP and disordered molecules of ethanol and water, both with half occupancy. The dihedral angle between the planes of the phenyl ring and the isoindole ring is 67.9 (2)°. Extensiv
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16

Baharfar, Robabeh, and Saadieh Mohajer. "Multicomponent Transformation of Isoindoline-1,3-diimine (=1H-Isoindole-1,3(2H)-diimine), Acetylenic Esters, and Triphenylphosphine to Novel Dihydropyrimido[2,1-a]isoindole Derivatives." Helvetica Chimica Acta 95, no. 1 (2012): 185–90. http://dx.doi.org/10.1002/hlca.201100257.

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17

Tan, Ayse, Ayse Sahin Yaglioglu, Nurhan Horasan Kishali, Ertan Sahin, and Yunus Kara. "Evaluation of Cytotoxic Potentials of Some Isoindole-1, 3-Dione Derivatives on HeLa, C6 and A549 Cancer Cell Lines." Medicinal Chemistry 16, no. 1 (2020): 69–77. http://dx.doi.org/10.2174/1573406415666181206115638.

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Objective: Considering this information, firstly, isoindole derivatives containing different functional groups 4-13 have been synthesized from 2-alkyl/aryl-3a, 4,7,7a-tetrahydro-1H-isoindole-1, 3(2H)-dione. Background: Norcantharimides are known as norcantharidine derivatives and contain an isoindole skeleton structure. Isoindole derivatives have positive effect on inflammatory pathologies including cancers. Methods: For the synthesis of all compounds, 2-alkyl/aryl-3a, 4,7,7a-tetrahydro-1H-isoindole- 1,3(2H)-dione was used as the starting compound. The syntheses were based on two main reaction
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18

Sypchenko, V. V., L. M. Potikha, V. A. Kovtunenko, V. N. Baumer, and O. V. Shishkin. "Preparation of isoindolo[2,1-a]quinoxalines based on N-(2-aminophenyl)isoindole derivatives." Chemistry of Heterocyclic Compounds 48, no. 7 (2012): 1033–42. http://dx.doi.org/10.1007/s10593-012-1096-x.

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19

Voitenko, Zoia V., Andrei I. Kysil, and Jean Gérard Wolf. "Condensation of the isoindole–isoindoline isomers of the thieno[3′,2′:5,6]pyrimido[2,1-a]isoindol-6(10H)-one with aldehydes." Comptes Rendus Chimie 10, no. 9 (2007): 813–19. http://dx.doi.org/10.1016/j.crci.2007.03.001.

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20

Köse, Aytekin, Aslı Ünal, Ertan Şahin, Uğur Bozkaya, and Yunus Kara. "An anomalous addition of chlorosulfonyl isocyanate to a carbonyl group: the synthesis of ((3aS,7aR,E)-2-ethyl-3-oxo-2,3,3a,4,7,7a-hexahydro-1H-isoindol-1-ylidene)sulfamoyl chloride." Beilstein Journal of Organic Chemistry 15 (April 16, 2019): 931–36. http://dx.doi.org/10.3762/bjoc.15.89.

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In this study, we developed a new addition reaction of chlorosulfonyl isocyanate (CSI), starting from 2-ethyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione. The addition reaction of CSI with 2-ethyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione resulted in the formation of ylidenesulfamoyl chloride, whose exact configuration was determined by X-ray crystal analysis. We explain the mechanism of product formation supported by theoretical calculations.
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21

Kreher, Richard P., Günter Sewarte-Roß, and Günther Vogt. "Untersuchungen zur Chemie von Isoindolen und Isoindoleninen, XXXVII. Symmetrisch substituierte 2-Alkyl-2H-isoindole." Chemische Berichte 123, no. 8 (1990): 1719–27. http://dx.doi.org/10.1002/cber.19901230823.

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22

Lin, Zhang-qi, Chao-dong Li, Yu-jin Li, et al. "Acid-induced intermolecular [3+2] cycloaddition/oxidation to synthesize polysubstituted benzo[f]isoindole-4,9-diones." Journal of Chemical Research 43, no. 9-10 (2019): 359–66. http://dx.doi.org/10.1177/1747519819867235.

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A novel one-pot 1,3-dipolar cycloaddition/oxidation reaction of 1,4-quinones, aromatic aldehydes, and N-substituted amino esters to construct polysubstituted benzo[ f]isoindole-4,9-diones induced by benzoic acid is reported. Based on optimized reaction conditions, various polysubstituted benzo[ f]isoindole-4,9-diones derivatives are obtained in moderate yields. This straightforward methodology employs mild reaction conditions, a green oxidant, and readily available starting materials. Notably, a wide range of substrates is tolerated.
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23

Tan, Ayse, Serap Kizilkaya, Unzile Kelestemur, Atilla Akdemir, and Yunus Kara. "The Synthesis, Anticancer Activity, Structure-Activity Relationships and Molecular Modelling Studies of Novel Isoindole-1,3(2H)-dione Compounds Containing Different Functional Groups." Anti-Cancer Agents in Medicinal Chemistry 20, no. 11 (2020): 1368–78. http://dx.doi.org/10.2174/1871520620666200410080648.

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Background: Isoindole-1,3(2H)-dione derivatives are known to have cytotoxic effects on many cancer cells. The anticancer activity of these compounds varies depending on the substituents attached to them. Therefore, the effect of substituents is very important when determining the anticancer activities of molecules. We have recently reported an example of the substituent effect. : According to that work, the anticancer activity against HeLa, C6, and A549 cancer cell lines of isoindole- 1,3(2H)-dione compounds containing tert-butyldiphenylsilyl ether, azido, and hydroxyl groups was examined by o
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24

Baharfar, Robabeh, and Saadieh Mohajer. "ChemInform Abstract: Multicomponent Transformation of Isoindoline-1,3-diimine (= 1H-Isoindole-1,3(2H)-diimine), Acetylenic Esters, and Triphenylphosphine to Novel Dihydropyrimido[2,1-a]isoindole Derivatives." ChemInform 43, no. 23 (2012): no. http://dx.doi.org/10.1002/chin.201223174.

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25

Speck, Klaus, and Thomas Magauer. "The chemistry of isoindole natural products." Beilstein Journal of Organic Chemistry 9 (October 10, 2013): 2048–78. http://dx.doi.org/10.3762/bjoc.9.243.

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This review highlights the chemical and biological aspects of natural products containing an oxidized or reduced isoindole skeleton. This motif is found in its intact or modified form in indolocarbazoles, macrocyclic polyketides (cytochalasan alkaloids), the aporhoeadane alkaloids, meroterpenoids from Stachybotrys species and anthraquinone-type alkaloids. Concerning their biological activity, molecular structure and synthesis, we have limited this review to the most inspiring examples. Within different congeners, we have selected a few members and discussed the synthetic routes in more detail.
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26

Czopek, Anna, Anna Partyka, Adam Bucki, et al. "Impact of N-Alkylamino Substituents on Serotonin Receptor (5-HTR) Affinity and Phosphodiesterase 10A (PDE10A) Inhibition of Isoindole-1,3-dione Derivatives." Molecules 25, no. 17 (2020): 3868. http://dx.doi.org/10.3390/molecules25173868.

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In this study, a series of compounds derived from 4-methoxy-1H-isoindole-1,3(2H)-dione, potential ligands of phosphodiesterase 10A and serotonin receptors, were investigated as potential antipsychotics. A library of 4-methoxy-1H-isoindole-1,3(2H)-dione derivatives with various amine moieties was synthesized and examined for their phosphodiesterase 10A (PDE10A)-inhibiting properties and their 5-HT1A and 5-HT7 receptor affinities. Based on in vitro studies, the most potent compound, 18 (2-[4-(1H-benzimidazol-2-yl)butyl]-4-methoxy-1H-isoindole-1,3(2H)-dione), was selected and its safety in vitro
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27

Sah, Pramilla, Neha Saraswat, and Manu Manu. "Synthesis of Phthalyl Substituted Imidazolones and Schiff Bases as Antimicrobial Agents." E-Journal of Chemistry 8, no. 1 (2011): 427–34. http://dx.doi.org/10.1155/2011/726315.

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A new series of phthalyl substituted imidazolones (4a–g) and Schiff bases (5a–d) were synthesized from 2-methyl-(m-nitro-1,3-dioxo-1,3-dihydro-(2H)-isoindole-2-yl)-5-amino-1,3,4-thiadiazole (3a–b). Compounds (3a–b) were prepared by cyclisation of 2-(m-nitro-1,3-dioxo-1,3-dihydro-(2H)-isoindole-2-yl)methyl ethanoate (2) with thiosemicarbazide. 2-(m-nitro-1,3-dioxo-1,3-dihydro-(2H)-isoindole-2-yl)ethanoic acid (1) in presence of thionyl chloride and methanol gave the ester (2) while compound (1) was synthesized by aminolysis of phthalic anhydride with glycine. The compounds were characterized by
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28

Clemens, Andrea, and Richard P. Kreher. "Untersuchungen zur Chemie von Isoindolen und Isoindoleninen, XXXX 1-Methoxy-2-methyl-3-aryl-2 H-isoindole: Generierung - Charakterisierung - Isolierung / Studies on the Chemistry of Isoindoles and Isoindolenines, XXXX 1-Methoxy-2-methyl-3-aryl-2 H-isoindoles: Generation — Characterization — Isolation." Zeitschrift für Naturforschung B 48, no. 9 (1993): 1257–69. http://dx.doi.org/10.1515/znb-1993-0915.

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1-Methoxy-2-methyl-3-aryl-2 H-isoindoles are accessible via an efficient and economical manner starting from 3-aryl-isoindoline-1-ones; the four step synthesis makes use of the ambivalent reactivity of the cyclic carbonamide group. The regiospecific O-methylation and NH-deprotonation is consecuted by the regiospecific N-methylation of the 3-methoxy-1-aryl-1H-isoindoles and the chemoselective CH-deprotonation. The electronic stabilization of these o-quinonoid hetarenes by an aryl group in 3-position is essential for isolation.
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29

Jursic, Branko S. "AM1 semiempirical study of benzopyrroles as dienes for Diels-Alder reaction." Canadian Journal of Chemistry 74, no. 1 (1996): 114–20. http://dx.doi.org/10.1139/v96-015.

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A qualitative approach for quick evaluation of the reactivity of dienes such as cyclopentadiene, furan, pyrrole, indole, and isoindole for Diels–Alder reactions was applied. As qualitative methods, the frontier molecular orbital (FMO) energy gap and the Hammond postulate through bond orders and energy of the reaction were evaluated for such dienophiles as ethylene, 1,3-dioxa-4-cyclopentene, and maleic anhydride. It was demonstrated that pyrrole and benzopyrroles are poor dienes in comparison with cyclopentadiene and furan. Because the reaction is controlled by the HOMO of the diene there are s
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30

Kreher, Richard P., та Thomas Hildebrand. "Anellierte Isoindole mit 18π-Elektronensystem". Angewandte Chemie 99, № 12 (1987): 1325–27. http://dx.doi.org/10.1002/ange.19870991235.

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31

Biitseva, Angelina V., Igor V. Rudenko, Olga V. Hordiyenko, Brigitte Jamart-Grégoire, and Axelle Arrault. "1H-Isoindole-Based Potential Peptidomimetics." European Journal of Organic Chemistry 2012, no. 23 (2012): 4387–94. http://dx.doi.org/10.1002/ejoc.201200238.

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32

Spreitzer, Helmut, and Stefan Mustafa. "Isoindole in der pharmazeutischen Forschung." Pharmazie in Unserer Zeit 20, no. 2 (1991): 83–87. http://dx.doi.org/10.1002/pauz.19910200209.

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33

Tahir, M. Nawaz, Muhammad Sirajuddin, Saqib Ali, and Khurram Shahzad Munawar. "2-(2-Methoxyphenyl)-1H-isoindole-1,3(2H)-dione." Acta Crystallographica Section E Structure Reports Online 68, no. 8 (2012): o2589. http://dx.doi.org/10.1107/s1600536812027262.

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In the title compound, C15H11NO3, the dihedral angle between the methoxybenzene and isoindole ring systems is 70.21 (3)°. The methoxy C atom is close to being coplanar with its attached ring [deviation = 0.133 (2) Å] and is oriented away from the isoindole moiety. In the crystal, inversion dimers linked by pairs of C—H...O hydrogen bonds generateR22(10) loops. Further C—H...O interactions lead to (010) infinite sheets and weak aromatic π–π stacking [centroid–centroid separations = 3.6990 (10) and 3.7217 (10) Å] is also observed.
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34

Liu, Zhimin. "Crystal structure of 4,4′-[(1,3,5,7-tetraoxo-1,3,3a,4,4a,5,7,7a,8,8a-decahydro-4,8-ethenopyrrolo[3,4-f]isoindole-2,6-diyl)bis(methylene)]bis(pyridin-1-ium) dinitrate." Acta Crystallographica Section E Crystallographic Communications 71, no. 12 (2015): o986—o987. http://dx.doi.org/10.1107/s2056989015022227.

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In the title salt, C24H22N4O42+·2NO3−, the cation is U-shaped with the two isoindole dione rings inclined to one another by 60.41 (13)°, while the two outer pyridine rings are inclined to one another by 2.77 (12)°. The dihedral angles between the pyridine ring and the adjacent isoindole dione ring are 71.82 (12) and 86.44 (13)°. In the crystal, each nitrate anion is linked to a protonated pyridine ring by N—H...O hydrogen bonds. These units are linked by a series of C—H...O hydrogen bonds, forming a three-dimensional structure.
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35

Hennige, Hans, Richard P. Kreher, Michael Konrad, and Frank Jelitto. "Untersuchungen zur Chemie von Isoindolen und Isoindoleninen, XXVIII. 3-Alkoxy-1H-isoindole — Synthesen und Eigenschaften." Chemische Berichte 121, no. 2 (1988): 243–52. http://dx.doi.org/10.1002/cber.19881210209.

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36

Sypchenko, V. V., L. M. Potikha, V. A. Kovtunenko, V. N. Baumer, and O. V. Shishkin. "ChemInform Abstract: Preparation of Isoindolo[2,1-a]quinoxalines Based on N-(2-Aminophenyl)isoindole Derivatives." ChemInform 44, no. 13 (2013): no. http://dx.doi.org/10.1002/chin.201313153.

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37

Schubert-Zsilavecz, Manfred, Astrid Michelitsch, Werner Likussar, and Dagmar Gusterhuber. "Synthese und polarographisches Verhalten neuer Isoindole. – 1-Aryl- und 1-Styryl-2H-isoindol-4,7-dione." Liebigs Annalen der Chemie 1993, no. 2 (1993): 147–51. http://dx.doi.org/10.1002/jlac.199319930127.

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38

Ahmed, M., R. Sharma, D. P. Nagda, V. K. Salvi, and G. L. Talesara. "Synthetic studies of Alkoxy isoindole-1,3-diones tetra-azabenzo[f]azulenes and their Antibacterial activity." E-Journal of Chemistry 3, no. 1 (2006): 28–34. http://dx.doi.org/10.1155/2006/679374.

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3-Methylpyrazol-5-one3reacts with substituted benzaldehydes4a-din the presence of anhydrous sodium acetate to produce the corresponding 4-arylidene-5-methyl-2,4-dihydro-pyrazol-3-ones5a-dand the condensation of5a-dwith 2-bromoalkoxy-1H-isoindole-1, 3-(2H)-diones2a-cfurnished corresponding 2-[2-(4-arylidene-3-methyl-5-oxo-4,5-dihydro-pyrazol-1-yl)alkoxy]-isoindole-1,3-diones6a-l, which on cyclisation with o-phenylendiamine give titled compounds7a-l. All the synthesized compounds have been characterized by elemental analysis and spectral data and screened for their antibacterial properties again
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39

Voitenko, Zoia V., Oleksandr A. Pokholenko, Oleksya T. Ilkun, Marie Rose Mazières, and Jean Gérard Wolf. "Benzo[f]isoindole derivatives from cycloaddition reaction of 2,4-dimethylpyrimido[2,1-a]isoindole and maleimides." Comptes Rendus Chimie 9, no. 11-12 (2006): 1482–87. http://dx.doi.org/10.1016/j.crci.2006.09.001.

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40

Vakuliuk, Olena, Shota Ooi, Irena Deperasińska, et al. "Unprecedented rearrangement of diketopyrrolopyrroles leads to structurally unique chromophores." Chemical Communications 53, no. 87 (2017): 11877–80. http://dx.doi.org/10.1039/c7cc07310k.

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41

Adhikari, Sangita, Sisir Lohar, Babli Kumari, et al. "Cu(ii) complex of a new isoindole derivative: structure, catecholase like activity, antimicrobial properties and bio-molecular interactions." New Journal of Chemistry 40, no. 12 (2016): 10094–99. http://dx.doi.org/10.1039/c6nj02193j.

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42

He, Dandan, Zeyan Zhuang, Xu Wang, et al. "Assembly of 1H-isoindole derivatives by selective carbon–nitrogen triple bond activation: access to aggregation-induced emission fluorophores for lipid droplet imaging." Chemical Science 10, no. 29 (2019): 7076–81. http://dx.doi.org/10.1039/c9sc01035a.

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43

Omidyan, Reza, Mohammad Salehi, and Gholamhassan Azimi. "A theoretical exploration of the nonradiative deactivation of hydrogen-bond complexes: isoindole–pyridine and quinoline–pyrrole." RSC Advances 5, no. 118 (2015): 97619–28. http://dx.doi.org/10.1039/c5ra18950k.

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Pinho e Melo, Teresa M. V. D., Catarina I. A. Santos, António M. d'A Rocha Gonsalves, José A. Paixão, Ana M. Beja, and Manuela Ramos Silva. "Synthesis of novel tricyclic isoindole derivatives." Tetrahedron Letters 44, no. 45 (2003): 8285–87. http://dx.doi.org/10.1016/j.tetlet.2003.09.065.

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45

Bhatia, Richa. "Isoindole Derivatives: Propitious Anticancer Structural Motifs." Current Topics in Medicinal Chemistry 17, no. 2 (2016): 189–207. http://dx.doi.org/10.2174/1568026616666160530154100.

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46

Simig, Gyula. "A New Route to Isoindole Intermediates." Synlett 1990, no. 07 (1990): 425–26. http://dx.doi.org/10.1055/s-1990-21116.

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Preut, H., N. Kohl, and R. P. Kreher. "Structure of 2-neopentyl-2H-isoindole." Acta Crystallographica Section C Crystal Structure Communications 44, no. 7 (1988): 1321–23. http://dx.doi.org/10.1107/s0108270188003178.

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48

Valkonen, Arto, Tanja Lahtinen, and Kari Rissanen. "2-(2-Iodoethyl)isoindole-1,3-dione." Acta Crystallographica Section E Structure Reports Online 63, no. 2 (2007): o472—o473. http://dx.doi.org/10.1107/s1600536806054870.

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Dyadyusha, G. "Polymethine dyes containing condensed isoindole nuclei." Dyes and Pigments 17, no. 1 (1991): 29–39. http://dx.doi.org/10.1016/0143-7208(91)85026-5.

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Ono, Noboru, Satoshi Ito, Naoyuki Ochi, Takashi Murashima, and Hidemitsu Uno. "A New Synthesis of Benzoporphyrins Using 4,7-Dihydro-4,7-ethano-2H-isoindole as an Isoindole Equivalent." HETEROCYCLES 52, no. 1 (2000): 399. http://dx.doi.org/10.3987/com-99-s50.

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