Issue 39, 2022

Visible-light-mediated amidation from carboxylic acids and tertiary amines via C–N cleavage

Abstract

In this communication, we report a photocatalyzed amidation strategy from carboxylic acids and tertiary amines through C–N bond cleavage. A wide scope of structurally diverse carboxylic acids participate smoothly in the reaction, providing the desired tertiary amides with moderate-to-good yields (34 examples, up to 93% yield). This amidation strategy provides an alternative way to address the regioselectivity between nucleophilic functional groups, thus complementing the functional group compatibility of classical amidation protocols. Its synthetic robustness is also proved by the late-stage modification of several complex molecules and gram-scale applications.

Graphical abstract: Visible-light-mediated amidation from carboxylic acids and tertiary amines via C–N cleavage

Supplementary files

Article information

Article type
Communication
Submitted
23 Mar 2022
Accepted
14 Apr 2022
First published
14 Apr 2022

Chem. Commun., 2022,58, 5873-5876

Visible-light-mediated amidation from carboxylic acids and tertiary amines via C–N cleavage

C. Gu, S. Wang, Q. Zhang and J. Xie, Chem. Commun., 2022, 58, 5873 DOI: 10.1039/D2CC01655A

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