Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2022, Issue 34, Pages -Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202200710
Keywords
Amination; Alkyl dioxazolones; Arylboronic acids; [Cp*RhCl2](2); Cross-coupling
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Funding
- Guangdong Pharmaceutical University [51377002]
- National Natural Science Foundation of China [22007018]
- Natural Science Foundation of Guangdong Province [2021A1515011530]
- Medical Science and Technology Research Fund of Guangdong Province [A2022083]
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A method for the preparation of N-aryl amides has been established using Rh(III)-catalyzed C(sp(2))-N cross-coupling reactions. This efficient and straightforward catalytic approach has a broad substrate scope, good functional group compatibility, high yields, and is suitable for late-stage modification of drug molecular structures.
Herein, a method for N-aryl amides preparation has been established through Rh(III)-catalyzed C(sp(2))-N cross-coupling reactions of alkyl dioxazolones with arylboronic acids, heterocyclic boronic acid, and alkenyl boronic acid. This efficient and straightforward catalytic approach was featured with broad substrate scope (38 examples), good functional group compatibility, high yields (up to 99 %), and is suitable for late-stage modification of drug molecular structures. The possible mechanism hypothesis was also accomplished.
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