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Published on: May 21, 2019
Demethylenative cyclization of 1,7-enynes using α-amino radicals as a traceless initiator enabled by
Qinfang Jiang1, Hanyang Bao1, Yun Peng1
1State Key Laboratory Breeding Base of Green Chemistry-Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou, 310014, P. R. China. ykuiliu@zjut.edu.cn.
Abstract:
A rare type of demethylenative intramolecular cyclization of 1,7-enynes to access quinoline-2-(1H)-ones has been successfully developed under the catalysis of P/N-heteroleptic Cu(I)-photosensitizers. Preliminary mechanistic experiments revealed that the key to the success of this protocol lay in the α-amino radical addition-triggered tandem process of intramolecular radical cyclization/1,5-HAT/β-fragmentation. This protocol provides a new avenue for the deconstructive cyclization of alkene derivatives.
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