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Organophotoredox‐Catalyzed Cascade Radical Annulation of 2‐(Allyloxy)arylaldehydes with N ‐(acyloxy)phthalimides: Towards Alkylated Chroman‐4‐one Derivatives
Author(s) -
Das Sanju,
Parida Sushanta Kumar,
Mandal Tanumoy,
Sing Laxmikanta,
De Sarkar Suman,
Murarka Sandip
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201901735
Subject(s) - chemistry , annulation , phthalimides , catalysis , cascade , radical cyclization , radical , alkylation , photoredox catalysis , combinatorial chemistry , alkyl , cascade reaction , organic chemistry , phthalimide , photocatalysis , chromatography
An organophotoredox catalyzed efficient and robust approach for the synthesis of highly important 3‐alkyl substituted chroman‐4‐one scaffold is developed using visible light induced radical cascade cyclization strategy. The reaction is initiated through the generation of alkyl radicals from N ‐(acyloxy)phthalimides under photoredox conditions, which subsequently undergo intermolecular cascade radical cyclization on 2‐(allyloxy)arylaldehydes to afford chroman‐4‐one scaffolds. The presented strategy is attractive with regard to mild reaction conditions, operational simplicity, high functional group tolerance and broad substrate scope.