Minisci C-H Alkylation of Heteroarenes Enabled by Dual Photoredox/Bromide Catalysis in Micellar Solutions

Autor(es)

Santos, Marilia S. ^[1] ; Cybularczyk-Cecotka, Martyna ^[2] ; Koenig, Burkhard ^[1] ; Giedyk, Maciej ^[2]

Afiliação do(s) autor(es)

^[1] Univ Regensburg, Fac Chem & Pharm, Univ Str 31, D-93053 Regensburg - Germany

^[2] Polish Acad Sci, Inst Organ Chem, Kasprzaka 44-52, PL-01224 Warsaw - Poland

• Tipo de documento: Artigo Científico
• Fonte: CHEMISTRY-A EUROPEAN JOURNAL; v. 26, n. 66, p. 15323-15329, NOV 26 2020.
• Citações Web of Science: 0

Resumo

Aromatic heterocycles are omnipresent structural motifs in various natural products, pharmaceuticals and agrochemicals. This work describes a photocatalytic Minisci-type C-H functionalization of heteroarenes with non-activated alkyl bromides. The reaction avoids stoichiometric radical-promoters, oxidants, or acids, and is conducted using blue LEDs as the light source. The reactive carbon-centered alkyl radicals are generated by merging the photoredox approach with bromide anion co-catalysis and spatial pre-aggregation of reacting species in the micellar aqueous solutions. The obtained data highlight the critical importance of microstructuring and organization of the components in the reaction mixture. (AU)

• Processo FAPESP: 18/20956-5 - Funcionalização C-H de heterociclos alifáticos e aromáticos via catálise fotoredox por luz visível
• Beneficiário: Marília Simão dos Santos
• Modalidade de apoio: Bolsas no Exterior - Estágio de Pesquisa - Pós-Doutorado