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Chem Asian J. 2017 Dec 05;12(23):3061-3068. doi: 10.1002/asia.201701274. Epub 2017 Nov 02.

Solvent-Driven Iodine-Mediated Oxidative Strategies for the Synthesis of Bis(imidazo[1,2-a]pyridin-3-yl)sulfanes and Disulfanes.

Chemistry, an Asian journal

S M Abdul Shakoor, Devesh S Agarwal, Sadhika Khullar, Sanjay K Mandal, Rajeev Sakhuja

Affiliations

  1. Department of Chemistry, Birla Institute of Technology & Science, Pilani, Rajasthan, 333031, India.
  2. Department of Chemistry, D.A.V. University, Jalandhar-, Pathankot National Highway, Jalandhar-, 144012, Punjab, India.
  3. Department of Chemical Sciences, Indian Institute of Science Education and Research Mohali, Sector 81, S.A.S. Nagar, Manuali P.O., Punjab, 140306, India.

PMID: 28949075 DOI: 10.1002/asia.201701274

Abstract

Two efficient iodine-mediated strategies, which are economical and one-pot, are described to access bis(imidazo[1,2-a]pyridin-3-yl)sulfanes and bis(imidazo[1,2-a]pyridin-3-yl)disulfanes in chloroform and acetic acid, respectively, by a direct oxidative homocoupling of imidazo-heterocycles using inexpensive sodium sulfide as a sulfur source. These strategies are scalable, and an array of substrates delivered their corresponding stable sulfur-bridged imidazo-heterocycles in excellent yields.

© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: C−H activation; iodine; phenylimdazo[1,2-a]pyridines; sulfenylation

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