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Updated: Aug 5, 2026

Synthesis of a Thiol Building Block for the Crystallization of a Semiconducting Gyroidal Metal-sulfur Framework
Published on: April 9, 2018
Trisulfur Radical Anion (S3•-)-Promoted Defluorotrisulfuration-Cyclization of Allylic gem-Difluoromethylenes with
Li-Dan Zhang1, Xiao Wang1, Qin Ma1
1Technical Institute of Fluorochemistry, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing211816, China.
Abstract:
A defluorotrisulfuration-cyclization reaction of allylic gem-difluoromethylenes with elemental sulfur via sequential C(sp3)-F and C(sp2)/C(sp3)-H bond functionalization has been developed for the synthesis of structurally significant 1,2-dithiole-3-thiones. The success of this transformation arises from the dual roles of sulfur: (1) acting as a commercially available, low-cost, nontoxic, bench-stable, and easy-to-handle sulfurating reagent that enables the construction of three C-S/C═S bonds under mild reaction conditions and (2) serving as a defluorinating promoter via in situ generation of a reactive trisulfur radical anion. Moreover, the distinct reactivity profiles of a series of allylic haloalkyl alkenes are first demonstrated. The one-pot synthesis of the anethole dithiolethione drug is achieved, and the resulting product can be transformed into high-value heterocycles.
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