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A Novel PPh 3 Mediated One-Pot Method for Synthesis of 3-Aryl or Alkyl 1,2-Benzisoxazoles.

Authors :
Chen G
Liu H
Li S
Tang Y
Lu P
Xu K
Zhang Y
Source :
Organic letters [Org Lett] 2017 Apr 07; Vol. 19 (7), pp. 1792-1795. Date of Electronic Publication: 2017 Mar 30.
Publication Year :
2017

Abstract

A novel, efficient, and facile protocol has been developed for transforming 2-hydroxybenzonitriles and bromides into a range of 3-aryl or alkyl substituted 1,2-benzisoxazoles in good to excellent yields mediated by PPh <subscript>3</subscript> . The electronic and steric effects of bromides on the reaction are discussed. This is the first example to construct a C-C bond and heterocycle in a Barbier-Grignard-type reaction featuring easier recovery of PPh <subscript>3</subscript> than a metallic catalyst in one step.

Details

Language :
English
ISSN :
1523-7052
Volume :
19
Issue :
7
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
28357871
Full Text :
https://doi.org/10.1021/acs.orglett.7b00563