期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 24, 页码 7151-7155出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201803756
关键词
benzodiazepines; cascade reactions; indolines; rhodium; alpha-imino carbenes
资金
- University of Geneva
- Swiss NSF
Polycyclic indoline-benzodiazepines can be accessed through the intermolecular reaction of Troger bases with N-sulfonyl-1,2,3-triazoles. Under Rh-II catalysis, -imino carbenes are generated and a subsequent cascade of [1,2]-Stevens, Friedel-Crafts, Grob, and aminal formation reactions yield the polycyclic heterocycles as single isomers (d.r.>49:1, four stereocenters including two bridgehead Natoms). Further ring expansion by insertion of a second -imino carbene leads to elaborated polycyclic 9-membered-ring triazonanes.
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