4.5 Article

Aerobic Multicomponent Tandem Synthesis of 3-Sulfenylimidazo[1,2-a] pyridines from Ketones, 2-Aminopyridines, and Disulfides

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2013, Issue 27, Pages 6015-6020

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201300905

Keywords

Multicomponent reactions; Tandem reactions; C-H functionalization; Cerium; Sulfur; Ketones

Funding

  1. Nanjing University of Science and Technology
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)

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An aerobic CeCl3 center dot 7H(2)O/NaI-catalyzed C-H functionalization reaction was developed for the synthesis of 3-sulfenylimidazo[1,2-alpha]pyridines from easily available ketones, 2-aminopyridines, and disulfides without DMSO or peroxide as an oxidant. This three-component tandem reaction process involves the formation of imidazo[1,2-alpha]pyridines followed by Friedel-Crafts sulfenylation in one pot under mild conditions. Both aryl and alkyl ketones afforded the desired products in good to excellent yields without the presence of other additives.

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