Issue 14, 2021

Photocatalyst- and additive-free site-specific C(sp3)–H hydrazination of glycine derivatives and peptides

Abstract

A visible light-mediated protocol for site-specific C(sp3)–H hydrazination of glycine derivatives and peptides with azo compounds has been developed. This C(sp3)–N coupling reaction proceeded smoothly under photo-irradiation conditions in the absence of any catalysts and additives, thus providing a convenient and facile method for efficient preparation of unnatural α-amino acids and precise modification of short peptides. Mechanism investigations revealed that single electron transfer (SET) and hydrogen atom transfer (HAT) may occur during this transformation.

Graphical abstract: Photocatalyst- and additive-free site-specific C(sp3)–H hydrazination of glycine derivatives and peptides

Supplementary files

Article information

Article type
Paper
Submitted
08 Apr 2021
Accepted
03 Jun 2021
First published
03 Jun 2021

Green Chem., 2021,23, 5082-5087

Photocatalyst- and additive-free site-specific C(sp3)–H hydrazination of glycine derivatives and peptides

G. Wang, D. Liu, M. Liu and Y. Fu, Green Chem., 2021, 23, 5082 DOI: 10.1039/D1GC01210J

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