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Electrochemical Oxidative C(sp3)-H Azolation of Lactams Under Mild Conditions

Abstract

Lactam-containing structural compounds are ubiquitous in drugs and biomolecules. An electrochemical oxidative direct C(sp3)-H azolation of lactams has been reported under metal catalyst free and external oxidant free conditions. This electrochemical C(sp3)-H/N-H coupling is characterized by its broad substrate scope of azoles and lactams, mild conditions at room temperature. Mechanistic studies suggested that the reaction possibly involves a radical process. Moreover, the site selectivity can be explained by DFT calculations. More meaningfully, a gram-scale synthesis method of flow electrochemistry was performed to demonstrate the scaled-up applicability of this transformation.

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Supplementary files

Article information


Submitted
26 Feb 2020
Accepted
30 Apr 2020
First published
06 May 2020

Green Chem., 2020, Accepted Manuscript
Article type
Communication

Electrochemical Oxidative C(sp3)-H Azolation of Lactams Under Mild Conditions

Z. Wan, D. Wang, Z. Yang, H. Zhang, S. Wang and A. Lei, Green Chem., 2020, Accepted Manuscript , DOI: 10.1039/D0GC00687D

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