Synthesis of 1,3-Dibenzenesulfonylpolysulfane (DBSPS) and Its Application in the Preparation of Aryl Thiosulfonates from Boronic Acids
Yi-Fan Jiang 1 , Wei-Chen Zhu 1 , Xin-Yu Liu 1 , Shi-Yin Tian 1 , Jia-Hui Han 1 , Weidong Rao 2 , Shu-Su Shen 3 , Daopeng Sheng 4 , Shun-Yi Wang 1,*（汪顺义）
1 Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science & Collaborative Innovation Center of Suzhou Nano Science and Technology, Soochow University, Suzhou 215123, China.
2 Key Laboratory of Biomass-based Green Fuels and Chemicals, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.
3 School of Environmental Science and Engineering, Suzhou University of Science and Technology, No. 99, Xuefu Road, Huqiu District, Suzhou 215009, P. R. China.
4 State Key Laboratory of Radiation Medicine and Protection, School for Radiological and Interdisciplinary Sciences (RAD-X), and Collaborative Innovation Center of Radiation Medicine of Jiangsu Higher Education Institutions, Soochow University, Suzhou, Jiangsu 215123, China.
Org. Lett. 2023, 25, 10, 1776--1781
Herein, we provide a novel method for the synthesis of 1,3-dibenzenesulfonylpolysulfane (DBSPS),
which further reacts with boronic acids to afford thiosulfonates. Commercially available boron compounds greatly expanded the range of thiosulfonates. Experimental and theoretical mechanistic investigations suggested that DBSPS could provide both thiosulfone fragments and dithiosulfone fragments, but the generated aryl dithiosulfonates were unstable and decomposed into thiosulfonates.
