Photoredox-catalyzed multicomponent transformation towards functionalized trans-2,3-disubstituted indolines
M Siva Prasad1, Sneha Chandra1, Prahallad Meher1
1Department of Chemistry, Indian Institute of Technology Jodhpur, Karwar-342037, Rajasthan, India. sandipmurarka@iitj.ac.in.
None:
We report a visible light photoredox-catalyzed multi-component reaction (MCR) of N-substituted 2-vinyl anilines, diaryliodonium triflates, and sulfonium/sulfoxonium ylides for the efficient synthesis of a diverse range of functionalized trans-2,3-disubstituted indolines in good to excellent yields. While the MCR involving sulfonium ylides is catalyzed by Ru(bpy)3Cl2·6H2O, the MCR with sulfoxonium ylides can be carried out using inexpensive organic dye fluorescein. Control experiments unequivocally establish the intermediacy of radicals derived from both diaryliodonium triflates and sulfonium/sulfoxonium ylides. The redox-neutral process displays a broad substrate scope, high structural diversity, and proceeds under amenable conditions.
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