Issue 50, 2024

Demethylenative cyclization of 1,7-enynes using α-amino radicals as a traceless initiator enabled by Cu(i)-photosensitizers

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.

Graphical abstract: Demethylenative cyclization of 1,7-enynes using α-amino radicals as a traceless initiator enabled by Cu(i)-photosensitizers

Supplementary files

Article information

Article type
Communication
Submitted
08 Apr 2024
Accepted
16 May 2024
First published
17 May 2024

Chem. Commun., 2024,60, 6399-6402

Demethylenative cyclization of 1,7-enynes using α-amino radicals as a traceless initiator enabled by Cu(I)-photosensitizers

Q. Jiang, H. Bao, Y. Peng, Y. Zhou, L. Chen and Y. Liu, Chem. Commun., 2024, 60, 6399 DOI: 10.1039/D4CC01592D

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