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Volumn 17, Issue 18, 2011, Pages 4981-4985

Regio- and stereoselective construction of highly functionalized 3-benzazepine skeletons through ring-opening cycloamination reactions catalyzed by Gold

Author keywords

aziridine; benzazepines; cyclization; gold catalysis; heterocycles

Indexed keywords

2-IODOXYBENZOIC ACID; ALKYNYLS; AZEPINES; AZIRIDINES; BENZAZEPINES; CYCLOAMINATION; FUNCTIONALIZED; GOLD CATALYSIS; HETEROCYCLES; HETERONUCLEOPHILES; RING OPENING; RING SIZES; STEREOSELECTIVE CONSTRUCTION;

EID: 79954618947     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.201002502     Document Type: Article
Times cited : (34)

References (57)
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    • note
    • 3 adduct), 779734 (4a), 782686 (5h), and 779736 (9) contain the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via.
  • 45
    • 78149440697 scopus 로고    scopus 로고
    • For a recent review on mechanisms in gold catalysis, see
    • For a recent review on mechanisms in gold catalysis, see:, A. S. K. Hashmi, Angew. Chem. 2010, 122, 5360
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    • Hashmi, A.S.K.1
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    • 78449247877 scopus 로고    scopus 로고
    • For a theoretical paper on the mechanism of proton transfer step demonstrating that small water clusters or counterion can serve as a proton shuttle, see.
    • For a theoretical paper on the mechanism of proton transfer step demonstrating that small water clusters or counterion can serve as a proton shuttle, see:, C. M. Krauter, A. S. K. Hashmi, M. Pernpointner, ChemCatChem. 2010, 2, 1226.
    • (2010) ChemCatChem. , vol.2 , pp. 1226
    • Krauter, C.M.1    Hashmi, A.S.K.2    Pernpointner, M.3
  • 48
    • 79954607853 scopus 로고    scopus 로고
    • For regioselective ring opening of aziridines containing electron-withdrawing groups, see
    • For regioselective ring opening of aziridines containing electron-withdrawing groups, see
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    • note
    • Only one diastereomer of 10 was obtained, and the configuration of 10 was not defined. We suggest that the by-product might be the six-membered oxacycle ethyl 2-(1,3-dioxoisoindolin-2-ylamino)-2-(3-phenyl-1H-isochromen-1-yl)-acetate according to NMR and HMBC spectra of isolated mixtures.
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    • For details, see the Supporting Information
    • For details, see the Supporting Information.
  • 56
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    • In this reaction, a mixture of four isomers was obtained, and two of which are the same as that obtained from the syn- 9 isomer
    • In this reaction, a mixture of four isomers was obtained, and two of which are the same as that obtained from the syn- 9 isomer.
  • 57
    • 77954338179 scopus 로고    scopus 로고
    • During the preparation of this manuscript, a gold-catalyzed reaction of aziridinyl alkynes with arenes was reported, in which six-membered tetrahydroisoquinolines were obtained through a Friedel-Crafts reaction/cyclization sequence.
    • During the preparation of this manuscript, a gold-catalyzed reaction of aziridinyl alkynes with arenes was reported, in which six-membered tetrahydroisoquinolines were obtained through a Friedel-Crafts reaction/cyclization sequence., Z. Zhang, M. Shi, Chem. Eur. J. 2010, 16, 7725.
    • (2010) Chem. Eur. J. , vol.16 , pp. 7725
    • Zhang, Z.1    Shi, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.