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Construction of Benzofuran-3(2H)-one Scaffolds with a Quaternary Center via Rh/Co Relay Catalyzed C–H Functionalization/Annulation of N-Aryloxyacetamides and Propiolic Acids

Authors :
Yuan, Wen-Kui
Zhu, Ming-Hui
Geng, Rui-Sen
Ren, Guang-Yi
Zhang, Lin-Bao
Wen, Li-Rong
Li, Ming
Source :
Organic Letters; March 2019, Vol. 21 Issue: 6 p1654-1658, 5p
Publication Year :
2019

Abstract

An unprecedented synthesis of valuable benzofuran-3(2H)-one scaffolds with a quaternary center was developed via Rh/Co relay catalyzed C–H functionalization/annulation of N-aryloxyacetamides with propiolic acids in moderate to good yields. The reaction features the simultaneous construction of the benzofuran motif containing a C2 quaternary center and a C3 carbonyl group. The preliminary mechanism study verified that the O atom of C3 carbonyl group originates from molecular oxygen.

Details

Language :
English
ISSN :
15237060 and 15237052
Volume :
21
Issue :
6
Database :
Supplemental Index
Journal :
Organic Letters
Publication Type :
Periodical
Accession number :
ejs48775092
Full Text :
https://doi.org/10.1021/acs.orglett.9b00181