Timothy W Liwosz1, Sherry R Chemler. 1. Department of Chemistry, The State University of New York at Buffalo , Buffalo, New York 14260, United States.
Abstract
We report herein that potassium alkyltrifluoroborates can be utilized in oxidative Heck-type reactions with vinyl arenes. The reaction is catalyzed by a Cu(OTf)2/1,10-phenanthroline with MnO2 as the stoichiometric oxidant. In addition to the alkyl Heck, amination, esterification, and dimerization reactions of alkyltrifluoroborates are demonstrated under analogous reaction conditions. Evidence for an alkyl radical intermediate is presented.
We report herein that potassium alkyltrifluoroborates can be utilized in oxidative n class="Chemical">Heck-type reactions with vinyl arenes. The reaction is catalyzed by a Cu(OTf)2/1,10-phenanthroline with MnO2 as the stoichiometric oxidant. In addition to the alkylHeck, amination, esterification, and dimerization reactions of alkyltrifluoroborates are demonstrated under analogous reaction conditions. Evidence for an alkyl radical intermediate is presented.
Authors: Marc Presset; Nicolas Fleury-Brégeot; Daniel Oehlrich; Frederik Rombouts; Gary A Molander Journal: J Org Chem Date: 2013-04-17 Impact factor: 4.354
Authors: Jennifer M Schomaker; W Christopher Boyd; Ian C Stewart; F Dean Toste; Robert G Bergman Journal: J Am Chem Soc Date: 2008-03-05 Impact factor: 15.419
Authors: Luis M Mori-Quiroz; Kirk W Shimkin; Sina Rezazadeh; Ryan A Kozlowski; Donald A Watson Journal: Chemistry Date: 2016-09-22 Impact factor: 5.236
Authors: Michael T Bovino; Timothy W Liwosz; Nicole E Kendel; Yan Miller; Nina Tyminska; Eva Zurek; Sherry R Chemler Journal: Angew Chem Int Ed Engl Date: 2014-05-05 Impact factor: 15.336