4.5 Article

Light Promoted Synthesis of Quinoxalines and Imidazo[1,2-a]pyridines via Oxybromination from Alkynes and Alkenes

Journal

ASIAN JOURNAL OF ORGANIC CHEMISTRY
Volume 9, Issue 11, Pages 1820-1825

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ajoc.202000388

Keywords

alkene; alkyne; oxybromination; photocatalysis; green chemistry; one-pot reaction; heterocycles

Funding

  1. Science and Engineering Research Board (SERB), New Delhi [CRG/2018/003729]
  2. Council of Scientific and Industrial Research (CSIR), New Delhi [02(0371)/19/EMR-II]

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Light promoted two-step one-pot syntheses of quinoxalines and imidazo[1,2-a]pyridines from alkynes and alkenes, respectively under mild conditions are described. The conversions occur via the formation of alpha,alpha '-dibromo ketones or alpha-bromo ketones on irradiation with UV LED fluorescent black light (380-390 nm) in acetonitrile/water mixture. This protocol does not require sensitizer or catalyst or additives. This two-step protocol is a new entry of synthetic methods available for quinoxaline and imidazopyridine derivatives and offers wide functional group tolerance.

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