Rh(III)-catalyzed [4 + 1] cyclization of aryl substituted pyrazoles with cyclopropanols via C-H activation

A rhodium-catalyzed formal [4 + 1]-cyclization reaction of aryl substituted pyrazoles with cyclopropanols C-H bond activation/cyclization processes to selectively construct a series of carbonyl functionalized pyrazolo[5,1- ]isoindoles is described. The reaction features good functional group compati...

Full description

Saved in:
Bibliographic Details
Published in:Organic & biomolecular chemistry 2023-01, Vol.21 (4), p.775-782
Main Authors: Chen, Wenxi, Mao, Yan, Wang, Min, Ling, Fei, Li, Changchang, Chen, Zhangpei, Yao, Jinzhong
Format: Article
Language:English
Subjects:
Aromatic compounds
Carbonyl compounds
Carbonyls
Catalysis
Functional groups
Hydrogen bonds
Pyrazoles
Rhodium
Substitutes
Substrates
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A rhodium-catalyzed formal [4 + 1]-cyclization reaction of aryl substituted pyrazoles with cyclopropanols C-H bond activation/cyclization processes to selectively construct a series of carbonyl functionalized pyrazolo[5,1- ]isoindoles is described. The reaction features good functional group compatibility and a broad substrate scope with respect to both cyclization components with up to 84% yields. Mechanistic studies indicated that the C-H cleavage might be the rate-determining step in this transformation.
ISSN:1477-0520
1477-0539
DOI:10.1039/d2ob02001g