Iodopentafluorosulfanylation of [1.1.1]propellane and further functionalizations  

作　　者：Xin Zhao Jia-Yi Shou Feng-Ling Qing 

机构地区：[1]Key Laboratory of Organofluorine Chemistry,Shanghai Institute of Organic Chemistry,University of Chinese Academy of Sciences,Chinese Academy of Sciences,Shanghai 200032,China

出　　处：《Science China Chemistry》2023年第10期2871-2877,共7页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China (21991121);the National Key Research and Development Program of China (2021YFF0701700)。

摘　　要：Pentafluorosulfanylated(SF_(5^(-))) aromatics have shown great potential in drugs, and the bioisosteric replacement of aromatic ring with bicyclo[1.1.1]pentane(BCP) unit has attracted considerable attention recently. Consequently, pentafluorosulfanylated bicyclo[1.1.1]pentanes(SF_(5^(-))BCPs) should have application in the realm of drug discovery. In this study, a one-pot iodopentafluorosulfanylation of [1.1.1]propellane with SF_(5)Cl and CH_(2)I_(2)for the practical synthesis of iodopentafluorosulfanylated bicyclo[1.1.1]pentane(SF_(5^(-))BCP-I) was developed. SF_(5^(-))BCP-I was the first example of SF_(5^(-))BCPs that could be transformed. The first general method to access SF_(5^(-))substituted bicyclo[1.1.1]pentane derivatives was demonstrated through photoredox-catalyzed radical addition of SF_(5^(-))BCP-I to alkenes and alkynes.

关 键 词：pentafluorosulfanyl bicyclo[1.1.1]pentane(BCP) BIOISOSTERES PHOTOREDOX RADICAL 

分 类 号：O621.25[理学—有机化学]