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

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.

Automated summary

In this communication, a photocatalyzed amidation strategy is reported for the synthesis of tertiary amides from carboxylic acids and tertiary amines via C-N bond cleavage. The reaction shows a wide scope of applicability with structurally diverse carboxylic acids, providing moderate-to-good yields of the desired products. The strategy offers an alternative approach to address the regioselectivity between nucleophilic functional groups and complements classical amidation protocols.