1,1,1,3,3,3-Hexafluoro-2-propanol (HFIP)-Assisted Catalyst-Free Sulfonation of Allylic Alcohols with Sulfinyl Amides
Zhen Luo, Zheng‐Qiang Liu, Tingting Yang, Xin Zhuang, Chuan‐Ming Hong, Fei-Fei Zou, Zhiyong Xue, Qinghua Li, Tang‐Lin Liu
Abstract
A highly regioselective and catalyst-free sulfonation of allylic alcohols with sulfinyl amides has been realized. Such a mix-and-go procedure provides a convenient approach to synthetically various allylic sulfones under mild reaction conditions. Furthermore, this novel reaction shows ample substrate scope and outstanding functional group tolerance and could also be scaled-up. Meanwhile, it is the first example that sulfinyl amides act as a powerful sulfur nucleophile in the reactions. 1,1,1,3,3,3-Hexafluoro-2-propanol (HFIP) as a solvent plays a critical role in allylic sulfonation.
Topics & Concepts
Allylic rearrangementChemistryRegioselectivityCatalysisNucleophileSulfurSubstrate (aquarium)Reaction conditionsOrganic chemistryCombinatorial chemistryGeologyOceanographySulfur-Based Synthesis TechniquesChemical Synthesis and ReactionsOrganic and Inorganic Chemical Reactions