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A C‐3‐Selective Direct Alkylation of Coumarins by Using a Microwave‐Assisted Xanthate‐Based Radical Reaction
Author(s) -
Miranda Luis D.,
IceloÁvila Estefanía,
RenteríaGómez Ángel,
Pila Michell,
Marrero Joaquín G.
Publication year - 2015
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201500322
Subject(s) - chemistry , xanthate , alkylation , coumarin , selectivity , ring (chemistry) , photochemistry , organic chemistry , medicinal chemistry , combinatorial chemistry , catalysis
A xanthate‐based oxidative radical process for the direct alkylation of the coumarin ring system is presented. In the reaction, a vinylic and unactivated C–H bond of the coumarin system is replaced by an α‐acyl functionality under neutral conditions. This reaction has a high reaction site selectivity, which can realize alkylation at the C‐3 position.