NHC-BH3-Mediated Reduction of Sulfonyl Hydrazides into Disulfides and Further Cross-Coupling with Chlorostibine and
Wenjun Zhou1, Liyuan Le1, Youwen Chen1
1Advanced Catalytic Engineering Research Centre of the Ministry of Education, State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. China.
Abstract:
This paper presents a novel NHC-BH3-promoted one-step synthesis of disulfides and stibine sulfides using odorless sulfonyl hydrazides. The protocol tolerates various functional groups as well as heterocyclic compounds. Mechanistic studies show that NHC-BH3 plays two roles: (1) reducing sulfonyl hydrazides into disulfides and (2) promoting the cross-coupling of chlorostibine with the disulfides. The synthesized stibine sulfides also exhibit satisfactory anticancer activity against 4T1 and MDA-MB-231 cancerous cells.
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