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

Jiang Kai Qiu; Bo Jiang; Yi Long Zhu; Wen Juan Hao; De Cai Wang; Jun Sun; Ping Wei; Shu Jiang Tu; Guigen Li

doi:10.1021/jacs.5b05735

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

Jiang Kai Qiu, Bo Jiang, Yi Long Zhu, Wen Juan Hao, De Cai Wang, Jun Sun, Ping Wei, Shu Jiang Tu, Guigen Li

Research output: Contribution to journal › Article › peer-review

213 Scopus citations

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(sp³)-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.

Original language	English
Pages (from-to)	8928-8931
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	137
Issue number	28
DOIs	https://doi.org/10.1021/jacs.5b05735
State	Published - 22 Jul 2015

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

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(sp3)-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.",

author = "Qiu, {Jiang Kai} and Bo Jiang and Zhu, {Yi Long} and Hao, {Wen Juan} and Wang, {De Cai} and Jun Sun and Ping Wei and Tu, {Shu Jiang} and Guigen Li",

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doi = "10.1021/jacs.5b05735",

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T1 - Catalytic Dual 1,1-H-Abstraction/Insertion for Domino Spirocyclizations

AU - Qiu, Jiang Kai

AU - Jiang, Bo

AU - Zhu, Yi Long

AU - Hao, Wen Juan

AU - Wang, De Cai

AU - Sun, Jun

AU - Wei, Ping

AU - Tu, Shu Jiang

AU - Li, Guigen

PY - 2015/7/22

Y1 - 2015/7/22

N2 - 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(sp3)-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.

AB - 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(sp3)-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.

UR - http://www.scopus.com/inward/record.url?scp=84937684596&partnerID=8YFLogxK

U2 - 10.1021/jacs.5b05735

DO - 10.1021/jacs.5b05735

M3 - 文章

C2 - 26131954

AN - SCOPUS:84937684596

SN - 0002-7863

VL - 137

SP - 8928

EP - 8931

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 28

ER -

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

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