Issue 30, 2016
From the journal:

Organic & Biomolecular Chemistry

Facile one-pot synthesis of unsymmetrical ureas, carbamates, and thiocarbamates from Cbz-protected amines†

Hee-Kwon Kimab  and  Anna Lee*c  

* Corresponding authors

a Department of Chemistry, Purdue University, West Lafayette, IN 47907, USA

b Department of Nuclear Medicine, Molecular Imaging and Therapeutic Medicine Research Center, Biomedical Research Institute, Chonbuk National University Medical School and Hospital, Jeonju, Jeonbuk 54907, Republic of Korea

c Department of Chemistry, Myongji University, Yongin 17058, Republic of Korea
E-mail: annalee@mju.ac.kr

Abstract

A novel one-pot synthesis of unsymmetrical ureas, carbamates and thiocarbamates from Cbz-protected amines has been developed. In the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, isocyanates are generated in situ, which facilitate rapid reaction with amines, alcohols, and thiols to afford the corresponding ureas, carbamates and thiocarbamates in high yields.

Graphical abstract: Facile one-pot synthesis of unsymmetrical ureas, carbamates, and thiocarbamates from Cbz-protected amines

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Article information

DOI
https://doi.org/10.1039/C6OB01290F
Article type
Paper
Submitted
15 Jun 2016
Accepted
05 Jul 2016
First published
05 Jul 2016

Org. Biomol. Chem., 2016,14, 7345-7353

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Facile one-pot synthesis of unsymmetrical ureas, carbamates, and thiocarbamates from Cbz-protected amines

H. Kim and A. Lee, Org. Biomol. Chem., 2016, 14, 7345 DOI: 10.1039/C6OB01290F

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