Copyright © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. 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. A vinylic and unactivated C-H bond of the coumarin system is replaced by an alkyl functionality trough a xanthate-based radical reaction (DLP = dilauroyl peroxide).
Miranda, L. D., Icelo-Ávila, E., Rentería-Gõmez, Á., Pila, M., & Marrero, J. G. (2015). A C-3-Selective Direct Alkylation of Coumarins by Using a Microwave-Assisted Xanthate-Based Radical Reaction. European Journal of Organic Chemistry, 4098-4101. https://doi.org/10.1002/ejoc.201500322