Synthesis of Urea Derivatives from CO2 and Silylamines. (20th March 2019)

• Record Type: Journal Article
• Authors: Xu, Maotong; Jupp, Andrew R.; Ong, Maegan S. E.; Burton, Katherine I.; Chitnis, Saurabh S.; Stephan, Douglas W.
• Is Part Of: Angewandte Chemie. Volume 131:Number 17(2019)
• Page Start: 5763
• Page End: 5767
• Publication Date: 2019-03-20
• Subjects: Harnstoff -- Kohlendioxid -- Makrocyclische Harnstoffderivate -- Silylamine -- Silylcarbamate; Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201900058
• Languages: English
• ISSNs: 0044-8249

Abstract

Abstract: 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 CO2 . 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.