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Journal articles on the topic '1-Azabicyclo [5'

Author: Grafiati

Published: 4 June 2021

Last updated: 3 February 2022

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1

Krow, Grant R., Fang Yu, Matthew Sender, et al. "Introduction of C(5/6) side chains onto 2-azabicyclo[2.1.1]hexanes via a 6-anti-bromo-5-anti-hydroxy derivative." Canadian Journal of Chemistry 90, no. 1 (2012): 121–30. http://dx.doi.org/10.1139/v11-112.

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Oxidation of the title bromoalcohol provided the strained ketone, 5-bromo-6-oxo-2-azabicyclo[2.1.1]hexane. Additions of nucleophiles to either this or the debrominated ketone have been used to introduce 5(6)-syn-alkyl and aryl groups, 5(6)-alkylidene linkages, and 5(6)-anti-alkyl and acyl substituents. Facial selectivity is for additions to the 6-bromo-5-ketone and 5-alkylidene azabicycles to occur from the face syn to the nitrogen atom. The bromine atom of the title alcohol has also been replaced by a 6-anti-(1-hydroxyethyl) substituent using a directed radical addition process. The stereosel

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2

Svoboda, Jiří, and Jaroslav Paleček. "New Method for Preparation of 1-Azabicyclo[2.2.2]octane-4-carbonitrile and 1-Azabicyclo[3.2.2]nonane-5-carbonitrile." Collection of Czechoslovak Chemical Communications 60, no. 9 (1995): 1536–40. http://dx.doi.org/10.1135/cccc19951536.

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The title compounds were prepared from pyridine-4-carboxamide. Its alkylation with 2-chloroethanol or 3-chloropropanol, followed by hydrogenation gave 1-substituted piperidine-4-carboxamides IIIa and IIIb, respectively, which on treatment with thionyl chloride were converted into the respective 1-substituted halogenoalkylpiperidine-4-carbonitriles IVa and IVb. On cyclization, compounds IVa and IVb afforded 1-azabicyclo[2.2.2]octane-4-carbonitrile and 1-azabicyclo[3.2.2]nonane-5-carbonitrile, respectively.

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3

Fortunato, Milene, Filipa Siopa, and Carlos Afonso. "(1R,4S,5S)-5-((3-Hydroxypropyl)amino)-4-((1-methyl-1H-tetrazol-5-yl)thio)cyclopent-2-en-1-ol." Molbank 2021, no. 2 (2021): M1199. http://dx.doi.org/10.3390/m1199.

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Using environmentally friendly conditions, the nucleophilic ring-opening reaction of 6-azabicyclo[3.1.0]hex-3-en-2-ol with 1-methyl-1H-tetrazole-5-thiol provided a novel thiol-incorporated aminocyclopentitol, (1R,4S,5S)-5-((3-hydroxypropyl)amino)-4-((1-methyl-1H-tetrazol-5-yl)thio)cyclopent-2-en-1-ol, in excellent yield (95%). The newly synthesized compound was analyzed and characterized via 1H, 13C-NMR, HSQC, and mass spectral data.

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4

Matsumoto, Yukiharu, Mituru Oka, and Ryoichi Unno. "The Novel Synthesis of 5-Cyano-1-azabicyclo[3.3.0]octane." HETEROCYCLES 45, no. 8 (1997): 1447. http://dx.doi.org/10.3987/com-97-7845.

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5

SVOBODA, J., and J. PALECEK. "ChemInform Abstract: New Method for Preparation of 1-Azabicyclo(2.2.2)octane-4-carbonitrile and 1-Azabicyclo(3.2.2)nonane-5-carbonitrile." ChemInform 27, no. 8 (2010): no. http://dx.doi.org/10.1002/chin.199608156.

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6

Fawcett, Alexander. "Recent advances in the chemistry of bicyclo- and 1-azabicyclo[1.1.0]butanes." Pure and Applied Chemistry 92, no. 5 (2020): 751–65. http://dx.doi.org/10.1515/pac-2019-1007.

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AbstractBicyclo[1.1.0]- and 1-azabicyclo[1.1.0]butanes are structurally unique compounds that exhibit diverse chemistry. Bicyclo[1.1.0]butane is a four-membered carbocycle with a bridging C(1)-C(3) bond and 1-azabicyclo[1.1.0]butane is an analog of bicyclo[1.1.0]butane featuring a nitrogen atom at one bridgehead. These structures are highly strained, allowing them to participate in a range of strain-releasing reactions which typically cleave the central, strained bond to deliver cyclobutanes or azetidines. However, despite these molecules being discovered in the 1950s and 1960s, and possessing

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7

Matsumoto, Yukiharu, Mitsuru Oka, Kunihisa Baba, and Tomoo Suzuki. "The Novel Preparation Methods of 5-Substituted Methyl-1-azabicyclo-[3.3.0]octane." HETEROCYCLES 45, no. 12 (1997): 2317. http://dx.doi.org/10.3987/com-97-7971.

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8

Wheeler, Kraig A. "(\pm)-5-(4-Methoxyphenylaminocarbonyl)-1-azabicyclo[3.3.0]octan-2-one benzene solvate." Acta Crystallographica Section C Crystal Structure Communications 59, no. 5 (2003): o231—o233. http://dx.doi.org/10.1107/s0108270103006097.

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9

Sonar, Vijayakumar N., M. Venkataraj, Sean Parkin, and Peter A. Crooks. "(Z)-2-(1,3-Benzodioxol-5-ylmethylene)-1-azabicyclo[2.2.2]octan-3-one." Acta Crystallographica Section E Structure Reports Online 62, no. 12 (2006): o5742—o5744. http://dx.doi.org/10.1107/s160053680604894x.

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10

Zoorob, Hanafi H., Wafaa S. Hamama, Osama M. Abd El-Magid, and Mamdoh S. Soliman. "Intermolecular double Michael reaction to construct 4-benzyl-5-imino-3-phenyl-6-oxa-1-aza-tricyclo[6.2.2.02,7]dodec-2(7)-ene-4-carbonitrile." Journal of Chemical Research 2005, no. 10 (2005): 669–72. http://dx.doi.org/10.3184/030823405774663075.

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1-azabicyclo[2.2.2]octan-3-one. HCl (1) reacts with ylidene nitrile through photo- thermal reaction conditions to give 4-benzyl-5-imino-3-phenyl-6-oxa-1-aza-tricyclo[6.2.2.02,7]dodec-2(7)-ene-4-carbonitrile. (3) via intermolecular double Micheal reaction, whereas, 5-imino-3-phenyl-6-oxa-1-azatricyclo[6.2.2.02,7]dodec-2(7)-ene-4-carbonitrile (4) was achieved via thermal conditions only.

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11

Sonar, Vijayakumar N., Sean Parkin, and Peter A. Crooks. "(Z)-2-(1-Benzyl-5-nitro-1H-indol-3-ylmethylene)-1-azabicyclo[2.2.2]octan-3-one." Acta Crystallographica Section C Crystal Structure Communications 63, no. 2 (2007): o135—o136. http://dx.doi.org/10.1107/s0108270106055971.

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12

Moriguchi, Tetsuji, Suvratha Krishnamurthy, Toru Arai, et al. "Synthesis and Molecular Structure of tert-Butyl 3-oxo-2-oxa-5-azabicyclo[2.2.2]octane-5-carboxylate." Journal of Crystallography 2014 (August 17, 2014): 1–6. http://dx.doi.org/10.1155/2014/645079.

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The compound tert-butyl 3-oxo-2-oxa-5-azabicyclo[2.2.2]octane-5-carboxylate was synthesized as a cyclic amino acid ester from the corresponding ethyl 2-amino-4-(2-oxiranyl)butanoate HCl salt via an intramolecular lactonization reaction and was characterized by using 1H NMR spectroscopy and high-resolution mass spectrometry. The product was then recrystallized from dichloromethane/diethyl ether and its structure was determined via single crystal X-ray diffraction analysis. The crystal was found to be of the monoclinic space group P21/c (no. 14) with a = 10.217(2) Å, b = 11.676(3) Å, c = 10.273(

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13

Chen, Ji-Jun, Ya-Qian Rong, Ming-Hua Xu, Yi Pan, and Yao-Zeng Shi. "The 1,3-dipolar Cycloaddition of Ethyl N-(ethoxycarbonylmethyl)benzimidate with N-aryl maleimides." Journal of Chemical Research 2001, no. 4 (2001): 158–59. http://dx.doi.org/10.3184/030823401103169351.

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1,3-Dipolar cycloaddition of ethyl N-(ethoxycarbonylmethyl)benzimidate (1) with N-aryl maleimides (2) gave a pair of pyrrolo[3,4- c]pyrrole isomers (3, 4) and a 7-azabicyclo[2.2.1]heptane derivative (5). The configuration of isomers 3 and 4 was confirmed by 1H-NMR.

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14

Lynch, V. M., S. K. Bur, and S. F. Martin. "Spiro[1-azabicyclo[5.3.0]decane-6,2'(5'H)-furan]-5',10-dione: an example of kryptoracemic crystallization." Acta Crystallographica Section C Crystal Structure Communications 55, no. 4 (1999): 622–24. http://dx.doi.org/10.1107/s0108270198012748.

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15

Boitsov, Vitali M., Alexander V. Stepakov, Siqi Wang, et al. "Construction of Spiro[3-azabicyclo[3.1.0]hexanes] via 1,3-Dipolar Cycloaddition of 1,2-Diphenylcyclopropenes to Ninhydrin-Derived Azomethine Ylides." Synthesis 53, no. 12 (2021): 2114–32. http://dx.doi.org/10.1055/a-1360-9716.

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AbstractThe multi-component 1,3-dipolar cycloaddition of ninhydrin, α-amino acids (or peptides), and cyclopropenes for the synthesis of spirocyclic heterocycles containing both 3-azabicyclo[3.1.0]hexane and 2H-indene-1,3-dione motifs has been developed. This method provides easy access to 3-azabicyclo[3.1.0]hexane-2,2′-indenes with complete stereoselectivity and a high degree of atom economy under mild reaction conditions. A broad range of cyclopropenes and α-amino acids have been found to be compatible with the present protocol, which offers an opportunity to create a new library of biologica

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16

Zhang, Yong-Kang, and De-Kang Shen. "Synthesis of a Dihydroxy-Substituted Aminoxyl Spin Label and its Crown Ether and Cyclic Diester Derivatives." Zeitschrift für Naturforschung B 48, no. 4 (1993): 505–10. http://dx.doi.org/10.1515/znb-1993-0417.

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A novel dihydroxy-substituted aminoxyl spin label, 4-hydroxy-3-(3'-hydroxypropyl)-2,2,6,6-tetramethylpiperidine-1-oxy (5), has been prepared. From this aminoxyl radical, a spin-labeled crown ether, 16,16,18,18-tetramethyl-2,5,8,11-tetraoxa-17-azabicyclo[ 13,4,0]-nonadecane-17-oxy (12), and a spin-labeled cyclic diester, 16,16,18,18-tetramethyl-3,10-dioxo-2,5,8,11-tetraoxa-17-azabicyclo[13,4,o]nonadecane-17-oxy (13), have been acquired. Other four new stable aminoxyl radicals 8,9,10, and 11 have also been obtained within the synthetic approach. It has been demonstrated that the cyclic ether com

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17

OKA, M., K. BABA, T. SUZUKI, and Y. MATSUMOTO. "ChemInform Abstract: The Novel Preparation Methods of 5-Substituted Methyl-1-azabicyclo[3.3.0]octane." ChemInform 29, no. 14 (2010): no. http://dx.doi.org/10.1002/chin.199814112.

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18

Bremner, JB, and W. Jaturonrusmee. "Synthesis of the 3-Aza[9]metacyclophane System by Oxidative Cleavage of a 3-Aza[6](1,7)naphthalenophane Derivative." Australian Journal of Chemistry 44, no. 1 (1991): 135. http://dx.doi.org/10.1071/ch9910135.

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Reaction of 10,11-dimethoxy-1,4,5,6-tetrahydro-7,9-ethano-3-benzazecine-3(2H)- carbonitrile (3) with ozone at -78°, followed by destruction of the ozonide with dimethyl sulfide, gave, in 82% yield, 15-formyl-12,13-dimethoxy-8-oxo-4-azabicyclo[9.3.1]pentadeca-1(15), 11,13-triene-4-carbonitrile (4), a representative of the new 3-aza[9] metacyclophane system. The precursor (3) was obtained by cyanogen bromide-induced eliminative ring destruction of 8,9-dimethoxy-2,3,5,6,10,11,11a,11b-octahydro-1H-benzo[de] pyrido [3,2,1-ij] quinoline (2) in 96% yield. An attempt to make the analogous precursor fo

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19

Guo, Min-Jie, Shu-Juan Zhang, Dong-Lan Sun, and Zhi Fan. "Quinidine sesquihydrate." Acta Crystallographica Section E Structure Reports Online 63, no. 3 (2007): o1483—o1484. http://dx.doi.org/10.1107/s1600536807006368.

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In the asymmetric unit of the title compound, C20H24N2O2·1.5H2O, there are two independent quinidine [systematic name: (1S,3R,4S,8R,9S)-4-[hydroxy(5-vinyl-1-azabicyclo[2.2.2]oct-2-yl)methyl]-6-methoxyquinoline] molecules and three water molecules. Intermolecular O—H...O and O—H...N hydrogen bonds stabilize the crystal structure.

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20

Wartchow, R., J. Frackenpohl, and H. M. R. Hoffmann. "Crystal structure of (1S,2R,4S)-2-bromomethyl-1-azabicyclo[2.2.2]·octan-5-one, C8H12BrNO." Zeitschrift für Kristallographie - New Crystal Structures 215, no. 3 (2000): 435–36. http://dx.doi.org/10.1515/ncrs-2000-0363.

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21

Muramulla, Savitha, Hadi D. Arman, Cong-Gui Zhao, and Edward R. T. Tiekink. "(5-Ethenyl-1-azabicyclo[2.2.2]octan-2-yl)(6-methoxy-3-quinolyl)methanol methanol solvate." Acta Crystallographica Section E Structure Reports Online 65, no. 11 (2009): o2962. http://dx.doi.org/10.1107/s1600536809045073.

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22

SUZUKI, Tomoo, Mituru OKA, Kouji MAEDA, Kenichi FURUSAWA, Takahiko MITANI, and Tadashi KATAOKA. "N-(2-(1-Azabicyclo(3.3.0)octan-5-yl)ethyl)-2-nitroaniline, a Potent Muscarinic Agonist." CHEMICAL & PHARMACEUTICAL BULLETIN 45, no. 7 (1997): 1218–20. http://dx.doi.org/10.1248/cpb.45.1218.

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23

Tamiz, Amir P., Miles P. Smith, Istvan Enyedy, et al. "Synthesis and biological evaluation of 1-azabicyclo-[3.2.1]octanes: new dopamine transporter inhibitors." Bioorganic & Medicinal Chemistry Letters 10, no. 15 (2000): 1681–86. http://dx.doi.org/10.1016/s0960-894x(00)00308-5.

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24

Nesterov, V. N., V. D. Dyachenko, Yu A. Sharanin, and Yu T. Struehkov. "Synthesis and crystal structure of 5-amino-4,6-dicyano-3-dicyanomethylene-1, 8,8-trimethyl-2-azabicyclo[2.2.2]oct-5-ene." Russian Chemical Bulletin 45, no. 1 (1996): 160–63. http://dx.doi.org/10.1007/bf01433753.

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25

COOKE, E. P., O. M. WALSH, and M. J. MEEGAN. "ChemInform Abstract: Reaction of Mixed Anhydrides with Imines: Synthesis of 7-Halogeno- and 7-Azido-5-thia-1-azabicyclo(4.2.0)octan-8-ones and 7-Halogeno- and 7- Azido-5-oxa-1-azabicyclo(4.2.0)octan-8-ones." ChemInform 26, no. 22 (2010): no. http://dx.doi.org/10.1002/chin.199522061.

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26

Della, Ernest W., Chris Kostakis, and Paul A. Smith. "Regioselective 6-EndoCyclization of 5-Carbomethoxy-5-hexenyl Radicals: A Convenient Synthesis of Derivatives of the 1-Azabicyclo[2.2.1]heptyl System." Organic Letters 1, no. 3 (1999): 363–66. http://dx.doi.org/10.1021/ol990557n.

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27

Muramulla, Savitha, Hadi D. Arman, Cong-Gui Zhao, and Edward R. T. Tiekink. "1-[3,5-Bis(trifluoromethyl)phenyl]-3-[(5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl)(6-methoxyquinolin-4-yl)methyl]thiourea–L-proline–methanol (1/1/1)." Acta Crystallographica Section E Structure Reports Online 65, no. 12 (2009): o3070. http://dx.doi.org/10.1107/s1600536809047072.

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28

Schitter, Regina M. E., Thomas Steinhäusler, and Franz Stelzer. "Ring opening metathesis polymerization of methyl-N-(1-phenylethyl)-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate." Journal of Molecular Catalysis A: Chemical 115, no. 1 (1997): 11–20. http://dx.doi.org/10.1016/s1381-1169(96)00081-7.

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29

Schuman, Herbert, Uwe Hartman, Wilfried Wassermann, et al. "Intramolecular, Metallacyclic Organoaluminium, -gallium and -indium Addition Compounds Crystal Structure of 1-Galla-5-azabicyclo[3.3.3]undecane." Chemische Berichte 124, no. 5 (1991): 1113–19. http://dx.doi.org/10.1002/cber.19911240520.

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30

Darabantu, Mircea, Carmen Maiereanu, Ioan Silaghi-Dumitrescu, et al. "3,7-Dioxa-1-azabicyclo[3.3.0]octanes Substituted at the C-5 Position− From Local to Global Stereochemistry." European Journal of Organic Chemistry 2004, no. 12 (2004): 2644–61. http://dx.doi.org/10.1002/ejoc.200300584.

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31

Wartchow, R., O. Schräke, W. M. Braje, and Η. M. R. Hoffmann. "Crystal structure of (1S,2S,4S,5R)-2-hydroxymethyl-5-ethynyl-1-azabicyclo[ 2.2.2]octane, (HOCH2) (HC2)(C7H11N)." Zeitschrift für Kristallographie - New Crystal Structures 214, no. 2 (1999): 285–86. http://dx.doi.org/10.1515/ncrs-1999-0268.

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32

Wartchow, R., J. Frackenpohl, and Η. M. R. Hoffmann. "Crystal structure of (1S,2R,4S,5S)-5-ethynyl-2-hydroxymethyl-1-azabicyclo[2.2.2]octane, (HC2)(HOCH2)C7H11N)." Zeitschrift für Kristallographie - New Crystal Structures 216, no. 1-4 (2001): 245–46. http://dx.doi.org/10.1524/ncrs.2001.216.14.245.

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33

SUZUKI, T., M. OKA, K. MAEDA, K. FURUSAWA, T. MITANI, and T. KATAOKA. "ChemInform Abstract: N-(2-(1-Azabicyclo(3.3.0)octan-5-yl)ethyl)-2-nitroaniline (VII), a Potent Muscarinic Agonist." ChemInform 28, no. 51 (2010): no. http://dx.doi.org/10.1002/chin.199751132.

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34

Okamoto, Kazuhiro, Tomohiro Oda, Sho Kohigashi, and Kouichi Ohe. "Palladium-Catalyzed Decarboxylative Intramolecular Aziridination from 4H-Isoxazol-5-ones Leading to 1-Azabicyclo[3.1.0]hex-2-enes." Angewandte Chemie 123, no. 48 (2011): 11672–75. http://dx.doi.org/10.1002/ange.201105153.

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35

Okamoto, Kazuhiro, Tomohiro Oda, Sho Kohigashi, and Kouichi Ohe. "Palladium-Catalyzed Decarboxylative Intramolecular Aziridination from 4H-Isoxazol-5-ones Leading to 1-Azabicyclo[3.1.0]hex-2-enes." Angewandte Chemie International Edition 50, no. 48 (2011): 11470–73. http://dx.doi.org/10.1002/anie.201105153.

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36

Sharif, Shahzad, Mehmet Akkurt, Islam Ullah Khan, Manan Ayub Salariya, and Sarfraz Ahmad. "7-Benzenesulfonamido-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]octa-2-ene-2-carboxylic acid monohydrate." Acta Crystallographica Section E Structure Reports Online 66, no. 1 (2009): o73—o74. http://dx.doi.org/10.1107/s1600536809051769.

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37

Stambach, J. F., L. Jung, and R. Hug. "Rearrangement of 1-Oxa-5-azabicyclo[5.5]undec-2-en-4-ones to 5,6,7,8-Tetrahydroquinolin-2(1H)-ones." Synthesis 1998, no. 03 (1998): 265–66. http://dx.doi.org/10.1055/s-1998-2039.

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38

WEDLER, C., H. SCHICK, D. SCHARFENBERG-PFEIFFER, and G. RECK. "ChemInform Abstract: Reactions of 4-Oxoalkanoic Acids. Part 4. Synthesis of (.+-.)-6-Alkyl- 5-oxa-1-azabicyclo(4.3.0)nonan-9-ones, (.+-.)-5-Alkyl-4-oxa-1- azabicyclo(3.3.0)octan-8-ones, and Substituted 1,6-Dioxa-3,8- diazacyclodecanes by Reaction of Ethyl." ChemInform 23, no. 16 (2010): no. http://dx.doi.org/10.1002/chin.199216246.

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39

Wimberger, Laura, Thilo Kratz, and Thorsten Bach. "Photochemical Deracemization of Chiral Sulfoxides Catalyzed by a Hydrogen-Bonding Xanthone Sensitizer." Synthesis 51, no. 23 (2019): 4417–16. http://dx.doi.org/10.1055/s-0039-1690034.

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Several chiral sulfoxides with a lactam hydrogen-bonding site were prepared and their photochemical behavior was studied in the presence of xanthone and thioxanthone sensitizers. While acyclic sulfoxides showed only decomposition, chiral benzothiazinone-1-oxides with a stereogenic sulfur atom underwent a stereomutation upon irradiation at λ = 366 nm in the presence of catalytic quantities of a xanthone sensitizer. A chiral xanthone with a 1,5,7-trimethyl-3-azabicyclo-[3.3.1]nonan-2-one backbone was employed in catalytic quantities (5 mol%) to achieve a deracemization reaction of racemic benzot

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40

Berghian, Camelia, Pedro Lameiras, Loïc Toupet та ін. "α-(3,7-Dioxa-r-1-azabicyclo[3.3.0]oct-c-5-ylmethoxy)-diazines. Part 1: Synthesis and stereochemistry. Extension to s-triazine series". Tetrahedron 62, № 31 (2006): 7319–38. http://dx.doi.org/10.1016/j.tet.2006.05.031.

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41

Santos, P. S., and M. T. S. Mello. "The Raman spectra of some molecular complexes of 1-azabicyclo[2.2.2]octane and 1,4-diazabicyclo[2.2.2]octane." Journal of Molecular Structure 178 (August 1988): 121–33. http://dx.doi.org/10.1016/0022-2860(88)85010-5.

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42

Novoa de Armas, Héctor, Eladio Pardillo-Fontdevila, and Ramón Pomés Hernández. "Crystal and X-ray powder diffraction data for cefotaxime sodium salt, C16H16N5NaO7S2." Powder Diffraction 14, no. 2 (1999): 142–44. http://dx.doi.org/10.1017/s0885715600010460.

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An indexed powder diffraction pattern and related crystallographic data are reported for cefotaxime sodium salt: 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid, 3-[(acetyloxy)methyl]-7-[[(2amino-4-thiazolyl)(methoxyimino)-acetyl]amino]-8-oxo, monosodium salt, [6R−[6α,7β(Z)]], C16H16N5NaO7S2. The unit cell dimensions were determined from diffractometer methods, using monochromatic CuKα1 radiation, and evaluated by indexing programs. The monoclinic cell found for cefotaxime sodium was a=13.063(2) Å, b=8.916(2) Å, c=9.726(2) Å, β=107.34(2)°, Z=2, space groups: P21 (No. 4) or P21/m (No. 11)

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43

Cambie, RC, GR Clark, TC Jones, PS Rutledge, GA Strange та PD Woodgate. "vic-Iodo Thiocyanates and Iodo Isothiocyanates. IX. A Synthesis of Penam and Other Polycyclic Β-Lactams". Australian Journal of Chemistry 38, № 5 (1985): 745. http://dx.doi.org/10.1071/ch9850745.

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Penam (4-thia-1-azabicyclo[3.2.0]heptan-7-one) and 2,3-disubstituted penams are prepared conveniently from vic-iodo isothiocyanates beginning with the facile cyclization of the latter with di -t-butyl sodiomalonates. Treatment of the resulting di -t-butyl 2-(thiazolidin-2- ylene ) malonates with trifluoroacetic acid gives t-butyl 2-thiazolin-2- ylacetate derivatives which are reduced to the corresponding thiazolidines with aluminium amalgam. Cleavage of these t-butyl esters with hydrogen chloride affords β-amino acid hydrochlorides, which are cyclized to penam and its derivatives with 1-[3-( d

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44

Mukhtorov, Loik G., Evgenia V. Ivanova, Maria B. Nikishina, et al. "Synthesis and structure of new derivatives of 2-chloro-N-(3-R-1,5-dinitro-8-oxo-3-azabicyclo[3.3.1]non-6-en-7-yl)acetamides." Butlerov Communications 57, no. 3 (2019): 83–88. http://dx.doi.org/10.37952/roi-jbc-01/19-57-3-83.

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The production of new 3-azabicyclononane derivatives is an important trend in the synthesis of organic compounds. It is known that 3-azabicyclononane is a key pharmacophore of a number of plant alkaloids that are widely used in medicine (aconitin, quinidine, tropane, cocaine, garnet, etc.). Among synthetic heterocycles containing a 3-azabicyclo[3.3.1]nonane fragment, compounds with various types of biological activity were found: analgesic and anti-inflammatory, antimicrobial and fungicidal, anti-cancer, antioxidant, etc. We synthesized a number of new derivatives of 3-azabicyclo[3.3. 1]nonane

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45

Mariam, Irfana, Mehmet Akkurt, Shahzad Sharif, Syed Kamran Haider, and Islam Ullah Khan. "7-Benzenesulfonamido-3-ethenyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid methanol solvate." Acta Crystallographica Section E Structure Reports Online 65, no. 8 (2009): o1737. http://dx.doi.org/10.1107/s1600536809024726.

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SCHUMANN, H., U. HARTMANN, W. WASSERMANN, et al. "ChemInform Abstract: Intramolecular, Metallacyclic Organoaluminum, -gallium, and -indium Addition Compounds. Crystal Structure of 1-Galla-5-azabicyclo(3.3.3) undecane." ChemInform 22, no. 31 (2010): no. http://dx.doi.org/10.1002/chin.199131245.

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Tecle, H., D. J. Lauffer, R. E. Davis, et al. "(±)-1-Azabicyclo[2.2.1]heptan-3-one, O-(3-methyl-5-aryl-2-penten-4-ynyl) oximes: Potent muscarinic agonists." Bioorganic & Medicinal Chemistry Letters 5, no. 6 (1995): 637–42. http://dx.doi.org/10.1016/0960-894x(95)00087-a.

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Shustov, G. V., O. N. Krutius, V. N. Voznesensky та ін. "Asymmetric nitrogen-lxxi. asymmetric synthesis and lactonization of 1-β-hydroxyalkylaziridine-2-carboxylic esters into 4-oxa-1-azabicyclo[4.1.0]heptan-5-ones". Tetrahedron 46, № 19 (1990): 6741–52. http://dx.doi.org/10.1016/s0040-4020(01)87863-7.

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Della, Ernest W., Chris Kostakis, and Paul A. Smith. "ChemInform Abstract: Regioselective 6-endo Cyclization of 5-Carbomethoxy-5-hexenyl Radicals: A Convenient Synthesis of Derivatives of the 1-Azabicyclo[2.2.1]heptyl System." ChemInform 30, no. 46 (2010): no. http://dx.doi.org/10.1002/chin.199946049.

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Fišera, Lubor, Vladimír Oremus, Ladislav Štibrányi, Hans-Joachim Timpe, and Alena Máťušová. "Photo-induced rearrangement of isoxazolines - A pathway to 2,4,5,8-tetrahydro-1,3-dioxa-5-azocine derivatives." Collection of Czechoslovak Chemical Communications 50, no. 9 (1985): 1982–93. http://dx.doi.org/10.1135/cccc19851982.

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4-R-Substituted-8-X-phenyl-3,5,10-trioxa-9-azabicyclo[3,5,0]dec-8-enes (X = H, 4-CH3, 4-OCH3, 4-Cl, 4-Br, 4-F, 3-NO2, 3-Cl, 3-Br) have been prepared by cycloaddition of substituted benzenenitriloxides with 2-R-substituted 1,3-dioxep-5-enes (R = H, CH3, C6H5). A mixture of the endo and exo adducts is formed, if R is CH3 or C6H5. Their irradiation produces high yields of the title compounds as the single products. High selectivity of the photo-rearrangement is due to resonance stabilization of the biradical with p electrons of the oxygen atom. The quantum yields of the photoreaction vary from 0.

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