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Selective N‐Monomethylation of Amines and Nitroarenes using Methanol over an Encapsulated Iridium Nanocatalyst
Author(s) -
Fu Aixiao,
Liu Qiang,
Jiang Mingxiang,
Xu Guoqiang
Publication year - 2019
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201900140
Subject(s) - chemistry , iridium , nitrobenzene , aniline , benzimidazole , methanol , transfer hydrogenation , nitro , catalysis , reagent , combinatorial chemistry , organic chemistry , alkyl , ruthenium
A highly selective N‐monomethylation of aniline and nitrobenzene using methanol as methylating reagent was achieved with high efficiency when using an encapsulated iridium nanocatalyst. A wide range of amines and nitro compounds reacted well in the established catalytic system with moderate to excellent product yields and good functional group tolerance. The transfer hydrogenation and successive cyclization coupling reaction of ortho ‐phenylenediamine with methanol to afford benzimidazole and N ‐methylbenzimidazole was also efficiently realized under moderate reaction conditions. Recycling experiments showed that the iridium nanocatalyst had a good stability without obvious activity loss.