Cu-Catalyzed Carbocyclization for General Synthesis of N-Containing Heterocyclics Enabled by BrCF2COOEt as a C1 Source

Xiao-Fang Song; Li-Jing Zhang; Xing-Guo Zhang; Hai-Yong Tu

doi:10.1021/acs.joc.3c02827

Cu-Catalyzed Carbocyclization for General Synthesis of N-Containing Heterocyclics Enabled by BrCF₂COOEt as a C1 Source

J Org Chem. 2024 Mar 1;89(5):3403-3412. doi: 10.1021/acs.joc.3c02827. Epub 2024 Feb 8.

Authors

Xiao-Fang Song^{1

2}, Li-Jing Zhang¹, Xing-Guo Zhang³, Hai-Yong Tu³

Affiliations

¹ College of Safety Science and Engineering, Nanjing Tech University, Nanjing 210009, China.
² School of Intelligent Manufacturing and Electronic Engineering, Wenzhou University of Technology, Wenzhou 325035, China.
³ College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.

PMID: 38331393
DOI: 10.1021/acs.joc.3c02827

Abstract

A practical and efficient copper-catalyzed carbocyclization of 2-functionalized anilines with ethyl bromodifluoroacetate has been developed. Ethyl bromodifluoroacetate is employed as the C1 source via quadruple cleavage in this transformation. This reaction can afford a variety of N-containing heterocyclics with satisfactory yields and excellent functional group compatibility.