Jump to main content
Jump to site search

Issue 10, 2013
Previous Article Next Article

Cu-catalyzed in situ generation of thiol using xanthate as a thiol surrogate for the one-pot synthesis of benzothiazoles and benzothiophenes

Author affiliations

Abstract

A new copper-catalyzed in situ generation of aryl thiolates strategy was successfully developed for the one-pot synthesis of substituted benzothiazoles from 2-iodoanilides using xanthate as a thiol precursor. A wide range of 2-iodoanilides with both electron-releasing and electron-withdrawing groups produced the corresponding benzothiazoles in good yields. Further, this one-pot protocol was successfully utilized for the synthesis of a potent antitumor agent 2-(3,4-dimethoxyphenyl)-5-fluorobenzo[d]thiazole (PMX 610). Finally, the copper-catalyzed in situ generation of aryl thiolates strategy was successfully applied for the domino synthesis of substituted benzothiophenes from o-haloalkynyl benzenes using xanthate as a thiol precursor.

Graphical abstract: Cu-catalyzed in situ generation of thiol using xanthate as a thiol surrogate for the one-pot synthesis of benzothiazoles and benzothiophenes

Back to tab navigation

Supplementary files

Article information


Submitted
29 Sep 2012
Accepted
08 Jan 2013
First published
08 Jan 2013

Org. Biomol. Chem., 2013,11, 1659-1665
Article type
Paper

Cu-catalyzed in situ generation of thiol using xanthate as a thiol surrogate for the one-pot synthesis of benzothiazoles and benzothiophenes

D. J. C. Prasad and G. Sekar, Org. Biomol. Chem., 2013, 11, 1659
DOI: 10.1039/C3OB26915A

Social activity

Search articles by author

Spotlight

Advertisements