Haloimidazole Functionalization (1)

Note

    

Suzuki-Miyaura Cross-Coupling Reactions of Unprotected Haloimidazoles

Jiajing Tan^*, Yonggang Chen^*, Hongmei Li, and Nobuyoshi Yasuda

Process Chemistry, Merck Research Laboratories, P.O. Box 2000, Rahway, New Jersey 07065, United States

J. Org. Chem., 2014, 79 (18), pp 8871–8876

DOI: 10.1021/jo501326r

 

 

Publication Date (Web): August 20, 2014

Copyright © 2014 American Chemical Society

*E-mail for J.T.: jiajing.tan@merck.com., *E-mail for Y.C.: yonggang.chen@merck.com.

Abstract

 

 

 

An efficient protocol for the palladium-catalyzed Suzuki–Miyaura cross-coupling reaction of unprotected haloimidazoles is reported. The relatively mild reaction conditions allow for ready access to a wide array of functionalized imidazole derivatives in good to excellent yields. The synthetic utility of this method is demonstrated by the total synthesis of nortopsentin D.

 

 

Supporting Information

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Text, figures, and tables giving optimization details and ¹H and ¹³C NMR spectra for all new compounds. This material is available free of charge via the Internet at http://pubs.acs.org.

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Article Views: 2,704 Times

Received 13 June 2014

Published online 20 August 2014

Published in print 19 September 2014

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