Synthesis of Substituted Indolines through Photocatalyzed Decarboxylative Radical Arylation
Jean-Philippe Fontaine1, Vincent Lapointe1, Marion Filliâtre1
1Département de Chimie, Université de Sherbrooke, 2500 Boulevard Université, Sherbrooke, Québec J1K 2R1, Canada.
Abstract:
We report a new photocatalyzed remote alkyl radical generation and cyclization to prepare substituted indolines in a green, metal-free procedure. This method complements the Fischer indolization, metal-catalyzed couplings, and photocatalyzed radical addition and cyclization. A wide range of functional groups is tolerated, including aryl halides, that would not be compatible with most existing methods. Electronic bias and substitution were studied to demonstrate complete regiocontrol and high chemocontrol in the indoline formation.
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