Synthesis of Urea Derivatives from CO<sub>2</sub> and Silylamines

Maotong Xu, Andrew R. Jupp, Maegan S. E. Ong, Katherine Burton, Saurabh S. Chitnis, Douglas W. Stephan

Angewandte Chemie · 2019 · 46 citations · 66 references

Concepts

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 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.

References

66