Issue 87, 2019

Elemental sulfur-promoted one-pot synthesis of 2-(2,2,2-trifluoroethyl)benzoxazoles and their derivatives

Abstract

A novel and direct strategy has been developed for the synthesis of 2-(2,2,2-trifluoroethyl)benzoxazoles by reaction of o-aminophenols and 2-bromo-3,3,3-trifluoropropene in the presence of elemental sulfur under metal-free conditions. The scope of this methodology was further extended to the synthesis of the trifluoroethylated benzothiazole and benzoimidazole derivatives. A plausible mechanism was proposed on the basis of isolation and characterization of a thioamide intermediate.

Graphical abstract: Elemental sulfur-promoted one-pot synthesis of 2-(2,2,2-trifluoroethyl)benzoxazoles and their derivatives

Supplementary files

Article information

Article type
Communication
Submitted
02 9 2019
Accepted
08 10 2019
First published
08 10 2019

Chem. Commun., 2019,55, 13132-13135

Elemental sulfur-promoted one-pot synthesis of 2-(2,2,2-trifluoroethyl)benzoxazoles and their derivatives

Z. Li, J. Dong, J. Wang, D. Yang and Z. Weng, Chem. Commun., 2019, 55, 13132 DOI: 10.1039/C9CC06822H

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