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Rhodium‐Catalyzed Oxidative Coupling Reaction of Isocyanides with Alcohols or Amines and Molecular Oxygen as Oxygen Source: Synthesis of Carbamates and Ureas
Author(s) -
Bu XiuBin,
Wang Zhuo,
Wang YuanHong,
Jiang Tao,
Zhang Lu,
Zhao YuLong
Publication year - 2017
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601484
Subject(s) - chemistry , rhodium , catalysis , oxidative coupling of methane , oxygen , catalytic cycle , molecular oxygen , oxidative phosphorylation , carbene , oxygen atom , organic chemistry , combinatorial chemistry , photochemistry , molecule , biochemistry
The first Rh‐catalyzed aerobic oxidative coupling reaction of isocyanides with alcohols or amines has been developed. The reaction takes place under very mild conditions, by using air as the terminal oxidant and oxygen‐atom source. It provides a simple, efficient, and general method for the construction of N ‐arylcarbamates and ureas in an atom‐economic manner. Moreover, the new mechanism, involving α‐diazocarbonyl compounds as carbene precursors and a Rh I /Rh III catalytic cycle with oxygen, might open up new avenues in rhodium chemistry.