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Catalytic Dual 1,1-H-Abstraction/Insertion for Domino Spirocyclizations

Authors :
Jun Sun
Shu-Jiang Tu
Wen-Juan Hao
Ping Wei
Bo Jiang
Guigen Li
Jiang-Kai Qiu
Yi-Long Zhu
De-Cai Wang
Source :
Journal of the American Chemical Society. 137:8928-8931
Publication Year :
2015
Publisher :
American Chemical Society (ACS), 2015.

Abstract

A catalytic domino spirocyclization of 1,7-enynes with simple cycloalkanes and cyclo-1,3-dicarbonyls has been established via multiple C-C bond formations from alkynyl/alkenyl functions and dual α,α-C(sp(3))-H abstraction/insertion. The reaction involves addition, 6-exo-dig cyclization and radical coupling sequences under convenient catalytic conditions and provides a concise access to spiro cyclopenta[c]quinolines in good to excellent yields.

Details

ISSN :
15205126 and 00027863
Volume :
137
Database :
OpenAIRE
Journal :
Journal of the American Chemical Society
Accession number :
edsair.doi.dedup.....f2f66b27ae43dbdd1206e75d8f6aa530
Full Text :
https://doi.org/10.1021/jacs.5b05735