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Synthesis of Urea Derivatives from CO 2 and Silylamines
Author(s) -
Xu Maotong,
Jupp Andrew R.,
Ong Maegan S. E.,
Burton Katherine I.,
Chitnis Saurabh S.,
Stephan Douglas W.
Publication year - 2019
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201900058
Subject(s) - toluene , chemistry , urea , ether , pyridine , aryl , alkyl , combinatorial chemistry , medicinal chemistry , organic chemistry
A series of thirty‐three N , N ′‐diaryl, dialkyl, and alkyl‐aryl ureas have been prepared in pyridine or toluene by reaction of silylamines with CO 2 . This protocol is shown to provide facile access to 13 C‐labeled ureas, as well as chiral and macrocyclic ureas. These reactions proceed through initial generation of the corresponding silylcarbamates, which subsequently react with silylamine under thermal conditions to afford the thermodynamically favored urea and disilyl ether.