A Facile and Efficient Method for the Formation of Unsymmetrical Ureas Using DABAL-Me3
Byung-Hoon Jeong A B , Hee-Kwon Kim C D E and David H. Thompson C
+ Author Affiliations
- Author Affiliations
A Department of Bioactive Material Sciences, Chonbuk National University, Jeonju, 561-576, Republic of Korea.
B Korea Zoonosis Research Institute, Chonbuk National University, Iksan, Jeonbuk 570-390, Republic of Korea.
C Department of Chemistry, Purdue University, 560 Oval Dr., West Lafayette, Indiana 47907, United States.
D Department of Nuclear Medicine, Molecular Imaging & Therapeutic Medicine Research Center, Biomedical Research Institute, Chonbuk National University Medical School and Hospital, Jeonju, 561-712, Republic of Korea.
E Corresponding author. Email: hkkim717@jbnu.ac.kr
Australian Journal of Chemistry 69(7) 805-810 https://doi.org/10.1071/CH15675
Submitted: 23 October 2015 Accepted: 26 January 2016 Published: 26 February 2016
Abstract
A practical synthetic method for the formation of unsymmetrical-substituted ureas is described. The synthesis of the unsymmetrical ureas was readily performed from 2,2,2-trichloroethyl carbamate compounds by treatment of amines with bis(trimethylaluminum)-1,4-diazabicyclo[2.2.2]octane (DABAL-Me3). Using this reaction protocol, various trisubstituted and tetrasubstituted ureas were synthesized in high yields. This study offers a promising approach for the facile synthesis of a variety of unsymmetrical ureas from 2,2,2-trichloroethyl carbamates.
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