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

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

Journal of the American Chemical Society · 2015 · 225 citations · 63 references

Concepts

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.

References

63