We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Polycyclic Indoline‐Benzodiazepines through Electrophilic Additions of α‐Imino Carbenes to Tröger Bases.
- Authors
Bosmani, Alessandro; Guarnieri‐Ibáñez, Alejandro; Goudedranche, Sébastien; Besnard, Céline; Lacour, Jérôme
- Abstract
Abstract: Polycyclic indoline‐benzodiazepines can be accessed through the intermolecular reaction of Tröger bases with N‐sulfonyl‐1,2,3‐triazoles. Under RhII catalysis, α‐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 N atoms). Further ring expansion by insertion of a second α‐imino carbene leads to elaborated polycyclic 9‐membered‐ring triazonanes.
- Subjects
POLYCYCLIC compounds; INDOLINE; BENZODIAZEPINES; ELECTROPHILIC addition reactions; IMINO group; CARBENES
- Publication
Angewandte Chemie, 2018, Vol 130, Issue 24, p7269
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201803756