Copper-Promoted Hiyama Cross-Coupling of Arylsilanes With Thiuram Reagents: A Facile Synthesis of Aryl Dithiocarbamates

Yiying Wang; Hongtao Shen; Jianhua Qiu; Mengqi Chen; Weimin Song; Mingqin Zhao; Longfei Wang; Feng Bai; Hongxia Wang; Zhiyong Wu

doi:10.3389/fchem.2022.867806

Copper-Promoted Hiyama Cross-Coupling of Arylsilanes With Thiuram Reagents: A Facile Synthesis of Aryl Dithiocarbamates

Front Chem. 2022 Apr 26:10:867806. doi: 10.3389/fchem.2022.867806. eCollection 2022.

Authors

Affiliations

¹ Flavors and Fragrance Engineering and Technology Research Center of Henan Province, College of Tobacco Science, Henan Agricultural University, Zhengzhou, China.
² Technology Center, China Tobacco Henan Industrial Co., Ltd., Zhengzhou, China.

Abstract

We report herein a facile Hiyama cross-coupling reaction of arylsilanes with thiuram reagents (tetraalkylthiuram disulfides or tetraalkylthiuram monosulfide) enabled by copper fluoride. Compared to our previous work, this protocol is an alternative protocol for the generation of S-aryl dithiocarbamates. It features low toxic and readily available substrates, cost-effective promoter, easy performance, and provides good yields.

Keywords: C-S bond formation; Hiyama cross-coupling; aryl dithiocarbamates; arylsilanes; thiuram reagents.