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Aryl Methyl Sulfone Construction from Eco‐Friendly Inorganic Sulfur Dioxide and Methyl Reagents
Author(s) -
Wang Ming,
Zhao Jiaoyan,
Jiang Xuefeng
Publication year - 2019
Publication title -
chemsuschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 2.412
H-Index - 157
eISSN - 1864-564X
pISSN - 1864-5631
DOI - 10.1002/cssc.201802919
Subject(s) - sodium metabisulfite , chemistry , reagent , sulfur dioxide , sulfone , aryl , dimethyl carbonate , organic chemistry , sulfur , boronic acid , environmentally friendly , sodium carbonate , combinatorial chemistry , sodium , catalysis , alkyl , ecology , biology
A three‐component cross‐coupling protocol of boronic acid, sodium metabisulfite, and dimethyl carbonate was developed for the construction of significant functional methyl sulfones, in which introduction of sulfur dioxide at the last stage was successfully achieved in one step. Inorganic sodium metabisulfite was used as an eco‐friendly sulfur dioxide source. Green dimethyl carbonate was employed as methyl reagent in this transformation. Diverse functional methyl sulfones were obtained from various readily available boronic acids. Notably, the last‐stage modification of pharmaceuticals and the synthesis of Firocoxib were efficiently established through this strategy.