Rhodium(I)-Catalyzed Coupling-Cyclization of C═O Bonds with α-Diazoketones

Ziyang Chen; Xinwei Hu; Junmin Huang; Wei Zeng

doi:10.1021/acs.orglett.8b01541

Rhodium(I)-Catalyzed Coupling-Cyclization of C═O Bonds with α-Diazoketones

Org Lett. 2018 Jul 6;20(13):3980-3983. doi: 10.1021/acs.orglett.8b01541. Epub 2018 Jun 25.

Authors

Ziyang Chen¹, Xinwei Hu¹, Junmin Huang¹, Wei Zeng¹

Affiliation

¹ Key Laboratory of Functional Molecular Engineering of Guangdong Province, Guangdong Engineering Research Center for Green Fine Chemicals, School of Chemistry and Chemical Engineering , South China University of Technology , Guangzhou 510641 , China.

PMID: 29939031
DOI: 10.1021/acs.orglett.8b01541

Abstract

An unprecedented intermolecular nucleophilic attack of C═X bonds (X = O and S) on the rhodium(I)-carbenes has been developed. This transformation allows for the coupling-cyclization of aroylamides with α-diazoketones and provides concise access to 2,4,5-trisubstituted 1,3-oxazoles and 1,3-thiazoles with a broad tolerance of functional groups.

Publication types

Research Support, Non-U.S. Gov't