Synthesis of Silylbiaryl Triflates by Chemoselecti... - BV FAPESP
Advanced search
Start date
Betweenand
Related content
(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Synthesis of Silylbiaryl Triflates by Chemoselective Suzuki Reaction

Full text
Author(s):
Moreira, Barbara V. ; Muraca, Ana Carolina A. ; Raminelli, Cristiano
Total Authors: 3
Document type: Journal article
Source: SYNTHESIS-STUTTGART; v. 49, n. 5, p. 1093-1102, MAR 2017.
Web of Science Citations: 2
Abstract

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)

FAPESP's process: 15/09984-9 - Development of new routes for preparation of aryne precursors with application in stereoselective syntheses of bioactive alkaloids
Grantee:Cristiano Raminelli
Support Opportunities: Regular Research Grants