期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 57, 期 41, 页码 13565-13569出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201808892
关键词
C-H amidation; iridium; reaction mechanisms; rearrangements; spirocompounds
资金
- Institute for Basic Science [IBS-R010-D1]
Two mechanistic pathways, that is, electrocyclization and electrophilic aromatic substitution, are operative in most intramolecular C-H amination reactions proceeding by metal nitrenoid catalysis. Reported here is an alternative mechanistic scaffold leading to benzofused delta-lactams selectively. Integrated experimental and computational analysis revealed that the reaction proceeds by a key spirocyclization step followed by a skeletal rearrangement. Based on this mechanistic insight, a new synthetic route to spirolactams has been developed.
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