We found a match
Your institution may have rights to this item. Sign in to continue.
- Title
Revisiting Arene C(sp<sup>2</sup>)−H Amidation by Intramolecular Transfer of Iridium Nitrenoids: Evidence for a Spirocyclization Pathway.
- Authors
Hwang, Yeongyu; Park, Yoonsu; Kim, Yeong Bum; Kim, Dongwook; Chang, Sukbok
- Abstract
Abstract: 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 δ‐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.
- Subjects
CARBON compounds; AMIDATION; IRIDIUM compounds; LACTAMS; AMIDE synthesis
- Publication
Angewandte Chemie, 2018, Vol 130, Issue 41, p13753
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201808892