Cobalt-Catalyzed, N-H Imine-Directed Arene C-H Benzylation with Benzyl Phosphates

The Journal of Organic Chemistry
Roshayed Ali Laskar, Naohiko Yoshikai

Abstract

A cobalt-catalyzed ortho-C-H benzylation reaction of pivalophenone N-H imines with benzyl phosphates is reported. The reaction is promoted at room temperature by a ternary catalytic system comprising Co(acac)3, a pyridylphosphine ligand, and a Grignard reagent and tolerates a series of substituted pivalophenone imines and benzyl phosphates to afford various diarylmethane derivatives in moderate yields.

References

Jan 17, 2008·Chemical Society Reviews·Benoît LiégaultChristian Bruneau
May 21, 2010·Beilstein Journal of Organic Chemistry·Magnus Rueping, Boris J Nachtsheim
Sep 29, 2011·Angewandte Chemie·Gabriel Schäfer, Jeffrey W Bode
Mar 17, 2012·Journal of the American Chemical Society·Barry M Trost, Lara C Czabaniuk
Oct 5, 2013·The Journal of Organic Chemistry·Enrico T NadresOlafs Daugulis
Mar 1, 2014·Accounts of Chemical Research·Ke Gao, Naohiko Yoshikai
May 16, 2014·Chemistry : a European Journal·Christiane E I KnappkeAxel Jacobi von Wangelin
Aug 2, 2014·Journal of the American Chemical Society·Erin R FrucheySilas P Cook
Oct 11, 2014·Angewandte Chemie·Pier Alexandre ChampagneJean-François Paquin
Oct 28, 2014·Journal of the American Chemical Society·Yoshinori AiharaNaoto Chatani
Mar 11, 2015·Nature·Xiao-Chen WangJin-Quan Yu
Dec 15, 2015·Angewandte Chemie·Gianpiero CeraLutz Ackermann
Sep 16, 2016·Angewandte Chemie·Wengang Xu, Naohiko Yoshikai
May 31, 2017·Journal of the American Chemical Society·Aristidis VasilopoulosShannon S Stahl
Jun 1, 2017·Journal of the American Chemical Society·Wen ZhangGuosheng Liu
Oct 4, 2017·Chemical Science·Wengang Xu, Naohiko Yoshikai
May 3, 2018·Beilstein Journal of Organic Chemistry·Wengang Xu, Naohiko Yoshikai
Sep 7, 2018·Journal of the American Chemical Society·Sheng-Chun ShaPatrick J Walsh
Feb 21, 2019·ChemSusChem·Wengang Xu, Naohiko Yoshikai

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Citations

Jan 23, 2020·Chemical Reviews·Qun ZhaoMichal Szostak
Oct 19, 2019·The Journal of Organic Chemistry·Jonathan A EllmanBing-Feng Shi

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