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Isocyanide‐Induced Activation of Copper Sulfate: Direct Access to Functionalized Heteroarene Sulfonic Esters
Author(s) -
Hong Xiaohu,
Tan Qitao,
Liu Bingxin,
Xu Bin
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201612565
Subject(s) - chemistry , isocyanide , alkyl , reagent , copper , aryl , sulfonic acid , sulfate , organic chemistry , inert , combinatorial chemistry
A novel and direct approach to alkyl/aryl heteroarene sulfonic esters using copper sulfate as the environmentally benign inorganic sulfonation reagent was first realized with the aid of isocyanide. A variety of heterocycles reacted to afford the corresponding sulfonic esters through C−H functionalization. In this transformation, the otherwise inert copper sulfate was unusually activated by an isocyanide and employed as the source of the sulfonic substituents in an unprecedented fashion. The findings suggest that an appropriate activator may liberate the chemical activities of some relatively inert inorganic salts for organic synthesis.