Synthesis of CMe2CF3-Containing Heteroarenes via Tandem 1,1-Dimethyltrifluoroethylation and Cyclization of Isonitriles

Wen-Qiang Shi; Shuai Liu; Chen-Ze Wang; Yangen Huang; Feng-Ling Qing; Xiu-Hua Xu

doi:10.1021/acs.joc.8b02506

Synthesis of CMe₂CF₃-Containing Heteroarenes via Tandem 1,1-Dimethyltrifluoroethylation and Cyclization of Isonitriles

J Org Chem. 2018 Dec 21;83(24):15236-15244. doi: 10.1021/acs.joc.8b02506. Epub 2018 Dec 4.

Authors

Wen-Qiang Shi¹, Shuai Liu¹, Chen-Ze Wang¹, Yangen Huang¹, Feng-Ling Qing^{1

2}, Xiu-Hua Xu²

Affiliations

¹ Key Laboratory of Science and Technology of Eco-Textiles, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology , Donghua University , 2999 North Renmin Lu , Shanghai 201620 , China.
² Key Laboratory of Organofluorine Chemistry, Center for Excellence in Molecular Synthesis , Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Lu , Shanghai 200032 , China.

PMID: 30468070
DOI: 10.1021/acs.joc.8b02506

Abstract

A tandem 1,1-dimethyltrifluoroethylation and cyclization of isonitriles with 3,3,3-trifluoro-2,2-dimethylpropanoic acid was developed. This protocol provides the efficient synthesis of a series of previously unknown CMe₂CF₃-containing heteroarenes, which are potentially useful in the drug discovery process.

Publication types

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