4.8 Article

Electrochemically enabled synthesis of sulfide imidazopyridinesviaa radical cyclization cascade

Journal

GREEN CHEMISTRY
Volume 22, Issue 19, Pages 6334-6339

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0gc02125c

Keywords

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Funding

  1. National Natural Science Foundation of China [21861006]
  2. Guangxi Natural Science Foundation of China [2016GXNSFEA380001, 2019GXNSFAA245027]
  3. BAGUI Scholar Program of Guangxi Province of China [2016A13]
  4. Guangxi Key RD Program [AB18221005]
  5. Science and Technology Major Project of Guangxi [AA17204058-21]
  6. Guangxi Science and Technology Base and Special Talents [guike AD19110027]

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Owing to the inert nature of the pyridine ring and high activity of iminyl radicals, the reaction between pyridine and iminyl radicals remains a significant challenge. In this paper, we report the synthesis of sulfide imidazo[1,2-a]pyridines from vinyl azides, thiophenols, and pyridinesviaa radical [3 + 2] cycloaddition. Promoting inert pyridine and highly active iminyl radicals to participate in this intermolecular cycloaddition process is the striking feature of this protocol. The excellent antitumor activity of the prepared sulfide imidazopyridine scaffold demonstrated the synthetic utility of the developed synthetic protocol.

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