Divergent Mono- and Di-trifluoromethylthiolation of Bicyclo[1.1.0]butane and Bicyclo[2.1.0]pentane

Pengfei Yang; Sihan Chen; Yu-Xin Luan; Pingping Tang

doi:10.1002/cjoc.70194

Chinese Journal of Chemistry ›› 2025, Vol. 43 ›› Issue (22) : 2917 -2921. DOI: 10.1002/cjoc.70194

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Divergent Mono- and Di-trifluoromethylthiolation of Bicyclo[1.1.0]butane and Bicyclo[2.1.0]pentane

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Abstract

Strain-release ring-opening trifluoromethylthiolation to construct SCF₃-substituted cyclic motifs was under-explored, and di-trifluoromethylthiolation is unachieved. Herein, we present the first trifluoromethylthiolation of bicyclo[1.1.0]butane (BCB) and bicyclo[2.1.0]pentane. By employing different activators, both mono- and di-trifluoromethylthio substituted cyclobutane and cyclopentane derivatives were successfully obtained.

Keywords

Trifluoromethylthiolation / Bicyclo[1.1.0]butane / Bicyclo[2.1.0]pentane / Strain-release / Ring-opening

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Pengfei Yang, Sihan Chen, Yu-Xin Luan, Pingping Tang. Divergent Mono- and Di-trifluoromethylthiolation of Bicyclo[1.1.0]butane and Bicyclo[2.1.0]pentane. Chinese Journal of Chemistry, 2025, 43(22): 2917-2921 DOI:10.1002/cjoc.70194