title: Regioselective alkylation of heteroaromatic compounds with 3-methyl-2-quinonyl boronic acids.
abstract: Reactions of heteroaromatic compounds with 3-methyl substituted 2-quinonyl boronic acids proceeded by 1,4-addition followed by spontaneous protodeboronation, leading directly to the Friedel-Crafts alkylation products instead of the commonly observed alkenylation derivatives resulting from quinones. The boronic acid acts as a temporary regiocontroller, making the system a highly reactive quinone equivalent and opening a direct access to 5,5-disubstituted cyclohexene-1,4-diones.
authors.affiliation: Departamento de Química Orgánica (Módulo 01), Universidad Autónoma de Madrid, C/Francisco Tomós y Valiente 7, Cantoblanco, 28049-Madrid, Spain.
authors.forename: Marcos
authors.initials: M
authors.lastname: Veguillas
authors.forename: María
authors.initials: M
authors.lastname: Ribagorda
authors.forename: M Carmen
authors.initials: MC
authors.lastname: Carreño