4.1 Article

A convenient [hydroxy(tosyloxy)iodo]benzene-mediated one-pot synthesis of 2-arylimidazo[2,1-b]benzothiazoles

Journal

JOURNAL OF SULFUR CHEMISTRY
Volume 36, Issue 2, Pages 170-177

Publisher

TAYLOR & FRANCIS LTD
DOI: 10.1080/17415993.2014.996221

Keywords

imidazo[2,1-b]benzothiazoles; [hydroxy(tosyloxy)iodo]benzene; hypervalent iodine; 2-amino-6-(substituted)benzothiazoles; alpha-tosyloxyketones

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Several 2-arylimidazo[2,1-b]benzothiazoles (4) have been conveniently synthesized in one-pot reactions via alpha-tosyloxylation of enolizable ketones (1) using [hydroxy(tosyloxy)iodo]benzene 2 in acetonitrile, followed by treatment with 2-amino-6-(substituted)benzothiazoles (3). The present protocol offers several advantages towards general access of 2-arylimidazo[2,1-b]benzothiazoles, including an intriguing alternative to the literature protocols, a readily available nontoxic reagent, operational simplicity and an environmentally benign procedure.

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