Issue 35, 2019

CaI2-Catalyzed direct transformation of N-Alloc-, N-Troc-, and N-Cbz-protected amines to asymmetrical ureas

Abstract

A novel and facile CaI2-catalyzed direct synthesis of asymmetrical ureas from N-Alloc-, N-Troc-, and N-Cbz-protected amines is developed. In this study, the efficient reaction of Alloc-, Troc-, and Cbz-carbamates with amines in the presence of catalytic CaI2 successfully generated various asymmetrical ureas. This catalytic synthetic procedure provided the desired ureas via reactions of these protected aromatic and aliphatic amines with various amines in high yields without side products. This suggests that novel direct synthesis of ureas from Alloc-, Troc-, and Cbz-carbamates can be a promising approach for the synthesis of useful ureas.

Graphical abstract: CaI2-Catalyzed direct transformation of N-Alloc-, N-Troc-, and N-Cbz-protected amines to asymmetrical ureas

Supplementary files

Article information

Article type
Paper
Submitted
15 Jun 2019
Accepted
06 Aug 2019
First published
07 Aug 2019

New J. Chem., 2019,43, 14093-14101

CaI2-Catalyzed direct transformation of N-Alloc-, N-Troc-, and N-Cbz-protected amines to asymmetrical ureas

V. H. Tran and H. Kim, New J. Chem., 2019, 43, 14093 DOI: 10.1039/C9NJ03111A

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