Photocatalytic, Phosphoranyl Radical-Mediated N–O Cleavage of Strained Cycloketone Oximes

Photocatalytic, Phosphoranyl Radical-Mediated N–O Cleavage of Strained Cycloketone Oximes

A photoinduced, phosphoranyl radical-mediated protocol for the direct N–O cleavage of strained cycloketone oximes via a polar/SET crossover process was developed for the first time. This visible-light-driven direct N–O activation mode for oxime offers beneficial features such as streamlined syntheti...

Full description

Saved in:
Bibliographic Details
Published in:Organic letters Vol. 21; no. 8; pp. 2658 - 2662
Main Authors: Xia, Peng-Ju, Ye, Zhi-Peng, Hu, Yuan-Zhuo, Song, Dan, Xiang, Hao-Yue, Chen, Xiao-Qing, Yang, Hua
Format: Journal Article
Language:English
Published: United States American Chemical Society 19-04-2019
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:A photoinduced, phosphoranyl radical-mediated protocol for the direct N–O cleavage of strained cycloketone oximes via a polar/SET crossover process was developed for the first time. This visible-light-driven direct N–O activation mode for oxime offers beneficial features such as streamlined synthetic process and versatile photochemical reactivities. Consequently, the alkenes and α-trifluoromethyl alkenes with varied electronic and structural features acted as competent radical receptors in this protocol, enabling facile accesses to a range of elongated cyano and/or gem-difluoroalkene-bearing compounds.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.9b00651