Iron-Mediated Selective Sulfonylmethylation of Aniline Derivatives with <i>p</i>-Toluenesulfonylmethyl Isocyanide (TosMIC)
Yigao Li, Xuyan Wang, Xiaohuang Ren, Bao‐Heng Dou, Xinju Zhu, Xin‐Qi Hao, Mao‐Ping Song
Abstract
An iron-mediated highly selective C–H sulfonylmethylation of aniline derivatives with p-toluenesulfonylmethyl isocyanide in a mixture solvent of H2O and PEG400 under an Ar atmosphere has been realized. This transformation proceeds with operational convenience, use of earth-abundant metal catalyst and nontoxic media, broad substrate scope, and good functional group tolerance. The current methodology could be applied to the regioselective C–H sulfonylmethylation of indolines, tetrahydroquinolines, and tertiary anilines.
Topics & Concepts
AnilineIsocyanideChemistryRegioselectivitySubstrate (aquarium)Combinatorial chemistryCatalysisAniline CompoundsFunctional groupOrganic chemistryOceanographyPolymerGeologySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions