Microwave-assisted C-3 selective oxidative radical alkylation of flavones

Marco V. Mijangos; Joaquin González-Marrero; Luis D. Miranda; Paulette Vincent-Ruz; Armando Lujan-Montelongo; Diana Olivera-Díaz; Elhiu Bautista; Alfredo Ortega; María de la Luz Campos-González; Rocio Gamez-Montaño

doi:10.1039/C2OB25249J

Microwave-assisted C-3 selective oxidative radical alkylation of flavones†

Marco V. Mijangos,^a Joaquin González-Marrero,*^b Luis D. Miranda,*^a Paulette Vincent-Ruz,^a Armando Lujan-Montelongo,^a Diana Olivera-Díaz,^a Elhiu Bautista,^a Alfredo Ortega,^a María de la Luz Campos-González^b and Rocio Gamez-Montaño^c

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^a Instituto de Química, Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán, México, D.F. 04510, México
E-mail: lmiranda@servidor.unam.mx

^b Unidad Profesional Interdisciplinaria de Ingeniería, Instituto Politécnico Nacional, Av. Mineral de Valenciana, No. 200, Col. Fracc. Industrial Puerto Interior, C.P. 36275 Silao de la Victoria, Guanajuato, México.
E-mail: jgonzalezm@ipn.mx

^c Departamento de Química, Universidad de Guanajuato, Noria Alta S/N, Guanajuato, C.P. 36050, México

Abstract

Flavones were directly alkylated at the C-3 position in moderate yields using a xanthate-based oxidative radical addition procedure. This methodology is a suitable synthetic tool for the direct substitution of the vinylic and unactivated C–H bond of the C ring of the flavone by an alkyl functionality under neutral conditions.

Organic & Biomolecular Chemistry

Microwave-assisted C-3 selective oxidative radical alkylation of flavones†

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Microwave-assisted C-3 selective oxidative radical alkylation of flavones

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