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Broadly Applicable Ion Pair-Assisted Nucleophilic Substitution of sp(3)-Carbon Electrophiles with Alkynyltrifluoroborates

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Autor(es):
Liu, Shiwen ; Tormena, Claudio F. ; Hammond, Gerald B. ; Xu, Bo
Número total de Autores: 4
Tipo de documento: Artigo Científico
Fonte: ORGANIC LETTERS; v. 24, n. 34, p. 6-pg., 2022-09-02.
Resumo

Alkynyltrifluoroborate nucleophiles react smoothly with a wide range of sp(3)-carbon electrophiles, including propargyl methanesulfonates and unactivated alkyl triflates, to give Sonogashira-type products, via a novel ion pair-assisted nucleophilic substitution mechanism. An ion pair-organic complex, investigated using computational chemistry and in situ NMR experiments, may play a crucial role in this reaction. (AU)

Processo FAPESP: 20/10246-0 - Ressonância magnética nuclear: das sequências de pulso a determinação estrutural
Beneficiário:Claudio Francisco Tormena
Modalidade de apoio: Auxílio à Pesquisa - Temático