Vinylation of Benzylic Amines via C-N Bond Functionalization of Benzylic Pyridinium Salts

Synthesis
Weiye GuanMary P Watson

Abstract

Cross-couplings of benzylic pyridinium salts and vinylboronic acids or esters have been developed. Via these benzylic pyridinium intermediates, benzylic amines can be engaged in these cross-couplings via C-N bond functionalization. This method boasts mild reaction conditions and excellent tolerance for heteroaryl substituents and a range of functional groups.

Citations

Oct 5, 2018·Chemical Communications : Chem Comm·Sarah M Pound, Mary P Watson
Sep 27, 2018·Angewandte Chemie·Jiefeng HuZhuangzhi Shi
Apr 12, 2019·Chemistry : a European Journal·Michael J JamesFrank Glorius
Jan 30, 2020·Chemistry : a European Journal·Yuanhong MaJosep Cornella
Oct 11, 2019·Angewandte Chemie·Antonio TogniErick M Carreira
Feb 6, 2020·Chemical Science·Florian W Friese, Armido Studer
Aug 30, 2019·Organic Letters·Megan E HoerrnerMary P Watson
Aug 10, 2018·Journal of the American Chemical Society·Jingjing WuVarinder K Aggarwal
Aug 1, 2019·Journal of the American Chemical Society·Rong-De HeXing-Zhong Shu
Oct 16, 2020·Journal of the American Chemical Society·Melissa A Ashley, Tomislav Rovis
Jan 27, 2019·Journal of the American Chemical Society·Shane PlunkettMary P Watson
Sep 1, 2021·Organic Letters·Olivia P BercherMary P Watson
Nov 9, 2021·ACS Catalysis·Sergei TcyrulnikovMarisa C Kozlowski

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