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

Authors :
Gu C
Wang S
Zhang Q
Xie J
Source :
Chemical communications (Cambridge, England) [Chem Commun (Camb)] 2022 May 12; Vol. 58 (39), pp. 5873-5876. Date of Electronic Publication: 2022 May 12.
Publication Year :
2022

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.

Details

Language :
English
ISSN :
1364-548X
Volume :
58
Issue :
39
Database :
MEDLINE
Journal :
Chemical communications (Cambridge, England)
Publication Type :
Academic Journal
Accession number :
35470834
Full Text :
https://doi.org/10.1039/d2cc01655a