4.8 Article

Stereospecific Assembly of Fused Imidazolidines via Tandem Ring Opening/Oxidative Amination of Aziridines with Cyclic Secondary Amines Using Photoredox Catalysis

Journal

ORGANIC LETTERS
Volume 21, Issue 18, Pages 7649-7654

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b02957

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Funding

  1. Science and Engineering Research Board (SERB) [CRG/2018/000406, PDF/2016/001460]
  2. Ramanujan Grant (DST-SERB) [SB/S2/RJN-004/2015]

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Sustainable assembly of imidazolidines is accomplished via a sequential stereospecific ring opening and C-H amination using aziridines with secondary cyclic amines under visible light mediated indazoloquinoline photoredox catalysis at ambient conditions. Optically active aziridines are coupled with high enantiomeric purities. The computational studies provide insights on the redox properties of the catalysts as well as a profile of the reaction.

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