Hexafluoroisopropanol-Promoted Disulfidation and Diselenation of Alkyne, Alkene, and Allene
Chiyu Wei, Ying He, Jin Wang, Xiaohan Ye, Łukasz Wojtas, Xiaodong Shi
Abstract
Hexafluoroisopropanol (HFIP)-promoted disulfidation and diselenation of C-C unsaturated bonds is reported. Reactions of unactivated alkyne, alkene, and allene, respectively, with disulfides or diselenides in HFIP led to desired products in good to excellent yields (up to 96%). In contrast, other solvents, such as isopropanol and dichloroethane, could not promote the same reaction. This method revealed an example of HFIP-promoted transformations under the mild conditions, which greatly highlighted the unique reactivity of this special solvent.
Topics & Concepts
AlleneAlkeneAlkyneChemistryCombinatorial chemistryOrganic chemistryMedicinal chemistryCatalysisSulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsCatalytic Alkyne Reactions