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- Title
Palladium‐Catalyzed Enantioselective Cacchi Reaction: Asymmetric Synthesis of Axially Chiral 2,3‐Disubstituted Indoles.
- Authors
He, Yu‐Ping; Wu, Hua; Wang, Qian; Zhu, Jieping
- Abstract
We report herein the first examples of a palladium‐catalyzed enantioselective Cacchi reaction for the synthesis of indoles bearing a chiral C2‐aryl axis. In the presence of a catalytic amount of Pd(OAc)2 and (R,R)‐QuinoxP* ligand, reaction of N‐aryl(alkyl)sulfonyl‐2‐alkynylanilides with arylboronic acids under oxygen atmosphere afforded enantioenriched 2,3‐disubstituted indoles in high yields and enantioselectivity. The indole ring is constructed de novo in this process and a complexation‐induced chirality transfer is proposed to account for the observed enantioselectivity.
- Subjects
ASYMMETRIC synthesis; INDOLE; CHIRALITY
- Publication
Angewandte Chemie, 2020, Vol 132, Issue 5, p2121
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201914049