Chemoselective Photoreaction of Enamides: Divergent Reactivity towards [3+2]‐Photocycloaddition vs Paternò–Büchi Reaction. (20th August 2021)

• Record Type: Journal Article
• Authors: Kandappa, Sunil Kumar; Kumarasamy, Elango; Singathi, Ravichandranath; Valloli, Lakshmy Kannadi; Ugrinov, Angel; Sivaguru, Jayaraman
• Is Part Of: Photochemistry and photobiology. Volume 97:Number 6(2021)
• Page Start: 1391
• Page End: 1396
• Publication Date: 2021-08-20
• Subjects: Photochemistry -- Periodicals; Light -- Physiological effect -- Periodicals; 541.35
• DOI: 10.1111/php.13489
• Languages: English
• ISSNs: 0031-8655

Abstract

Abstract: Photoreaction of enamides tethered to a phenyl ketone leads to either [3+2]‐photocycloaddition or Paternò–Büchi reaction. This divergence in chemical reactivity originating from the same excited state was dependent on the reaction temperature. At low temperatures the Paternò–Büchi reaction was preferred, whereas at higher temperatures there was preference toward formation of [3+2]‐photoproduct. Abstract : Photocatalytic transformation highlighting the divergent reactivity of enamides dictated by temperature.