Synthesis of Silylbiaryl Triflates by Chemoselective Suzuki Reaction

Autor(es)

Moreira, Barbara V. ; Muraca, Ana Carolina A. ; Raminelli, Cristiano

• Tipo de documento: Artigo Científico
• Fonte: SYNTHESIS-STUTTGART; v. 49, n. 5, p. 1093-1102, MAR 2017.
• Citações Web of Science: 2

Resumo

A modular approach for the synthesis of functionalized silylbiaryl triflates has been developed. Iodinated silylaryl triflates were prepared via a gram-scale diiodination reaction, followed by a one-flask transformation, in 42-52% overall yield. The iodinated silylaryl triflates were subjected to a novel chemoselective Suzuki reaction with arylboronic acids, using PdCl2(PPh3)(2) as catalyst and K2CO3 as base in THF/H2O (1:1) at 80 degrees C for 24 hours, which afforded silylbiaryl triflates in 47-81% yield. (AU)

• Processo FAPESP: 15/09984-9 - Desenvolvimento de novas rotas para preparação de precursores de arinos com aplicação em sínteses estereosseletivas de alcalóides bioativos
• Beneficiário: Cristiano Raminelli
• Modalidade de apoio: Auxílio à Pesquisa - Regular