Journal
CHEMICAL COMMUNICATIONS
Volume 58, Issue 39, Pages 5873-5876Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d2cc01655a
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Funding
- National Key Research and Development Program of China [2021YFC2101901]
- National Natural Science Foundation of China [22122103, 21971108]
- Natural Science Foundation of Jiangsu Province [BK20190006]
- National undergraduate innovation and entrepreneurship training program, Research project of higher education reform in Jiangsu Province [2021JSJG027]
- Foundation of Advanced Catalytic Engineering Research Centre of the Ministry of Education
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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.
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.
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