Issue 7, 2025

Tunable base-controlled chemoselective synthesis of trifluoromethyl-containing N-substituted benzimidazole-2-thiones and monofluorinated 4H-benzo[4,5]imidazo[2,1-b][1,3]thiazine

Abstract

A highly efficient base-controlled synthesis of N-β-trifluoromethyl-substituted 2H-benzo[d]imidazole-2-thiones and 2-fluoro-4H-benzo[4,5]imidazo[2,1-b][1,3]thiazines via hydroamination or defluorinative cyclizations of α-(trifluoromethyl)styrenes with 2-mercaptobenzimidazole was developed.

Graphical abstract: Tunable base-controlled chemoselective synthesis of trifluoromethyl-containing N-substituted benzimidazole-2-thiones and monofluorinated 4H-benzo[4,5]imidazo[2,1-b][1,3]thiazine

Supplementary files

Article information

Article type
Communication
Submitted
10 Dec 2024
Accepted
24 Dec 2024
First published
26 Dec 2024

Org. Biomol. Chem., 2025,23, 1588-1595

Tunable base-controlled chemoselective synthesis of trifluoromethyl-containing N-substituted benzimidazole-2-thiones and monofluorinated 4H-benzo[4,5]imidazo[2,1-b][1,3]thiazine

Y. Deng, Y. Qian, J. Huang, Z. Sun, R. Zhuge, Q. Huang and S. Cao, Org. Biomol. Chem., 2025, 23, 1588 DOI: 10.1039/D4OB01999G

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