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Metal-free visible-light-promoted intermolecular [2+2]-cycloaddition of 3-ylideneoxindoles
Authors:Ling-Ling Wu  Gao H Yang  Zhi Guan  Yan-Hong He
Institution:1. Key Laboratory of Applied Chemistry of Chongqing Municipality, School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715, PR China;2. Chemistry Department, College of Saint Benedict and Saint John''s University, MN 56374, USA
Abstract:The Rose Bengal sensitized intermolecular 2 + 2]-cycloaddition of 3-ylideneoxindoles for the synthesis of spirocyclic oxindoles was developed successfully under visible light irradiation conditions. The cycloaddition products were obtained in good yields (up to 93%) with excellent diastereoselectivity and regioselectivity by using a low loading of Rose Bengal (0.125 mol%) as a triplet sensitizer. This work demonstrates the potential benefits of Rose Bengal in visible light catalysis.
Keywords:Visible light  Rose Bengal  3-ylideneoxindoles  [2+2]-cycloaddition  Spirocyclic oxindoles
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