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Rose bengal as photocatalyst: visible light-mediated Friedel–Crafts alkylation of indoles with nitroalkenes in water

Zongyi Yu, Jingnan Zhao, Fan Yang, Xiaofei Tang, Yufeng Wu, Cunfei Ma, Bo Song, Lei Yun, Qingwei Meng

2020RSC Advances41 citationsDOIOpen Access PDF

Abstract

A novel and facile visible-light-mediated alkylation of indoles and nitroalkenes has been developed. In this protocol, rose bengal acts as a photosensitizer, and environmentally benign water was used as the green and efficient reaction medium. Indoles reacted smoothly with nitroalkenes under the irradiation of visible-light and generated corresponding 3-(2-nitroalkyl)indoles in moderate to good yields (up to 87%).

Topics & Concepts

Rose bengalPhotosensitizerAlkylationVisible spectrumFriedel–Crafts reactionChemistryPhotocatalysisPhotochemistryCatalysisOrganic chemistryMaterials scienceOptoelectronicsRadical Photochemical ReactionsSynthesis of Indole DerivativesSulfur-Based Synthesis Techniques