Synthesis of (diarylmethyl)amines using Ni-catalyzed arylation of C(sp3)-H bonds

Jose Antonio Fernandez Salas; Enrico Marelli; Steven Patrick Nolan

doi:10.1039/C5SC01589H

Synthesis of (diarylmethyl)amines using Ni-catalyzed arylation of C(sp³)-H bonds

Jose Antonio Fernandez Salas, Enrico Marelli, Steven Patrick Nolan

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Abstract

The first nickel catalyzed deprotonative cross coupling between C(sp³)-H bonds and aryl chlorides is reported, allowing the challenging arylation of benzylimines in the absence of directing group or stoichiometric metal activation. This methodology represents a convenient access to the (diarylmethyl)amine moiety, which is widespread in pharmaceutically relevant compounds.

Original language	English
Pages (from-to)	4973-4977
Number of pages	5
Journal	Journal of Polymer Science Part A: Polymer Chemistry
Volume	6
Issue number	8
Early online date	12 Jun 2015
DOIs	https://doi.org/10.1039/C5SC01589H
Publication status	Published - 1 Aug 2015

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10.1039/C5SC01589H

Nolan_2015_CS_Synthesis_CC
Copyright 2015 the Authors. This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence (http://creativecommons.org/licenses/by-nc/3.0/).
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title = "Synthesis of (diarylmethyl)amines using Ni-catalyzed arylation of C(sp3)-H bonds",

abstract = "The first nickel catalyzed deprotonative cross coupling between C(sp3)-H bonds and aryl chlorides is reported, allowing the challenging arylation of benzylimines in the absence of directing group or stoichiometric metal activation. This methodology represents a convenient access to the (diarylmethyl)amine moiety, which is widespread in pharmaceutically relevant compounds.",

author = "{Fernandez Salas}, {Jose Antonio} and Enrico Marelli and Nolan, {Steven Patrick}",

note = "The authors thank the ERC (Advanced Researcher award-FUNCAT), the EPSRC (grant no EP/J011053/1) and King Saud University for funding. SPN is a Royal Society Wolfson Research Merit Award holder. ",

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AU - Fernandez Salas, Jose Antonio

AU - Marelli, Enrico

AU - Nolan, Steven Patrick

N1 - The authors thank the ERC (Advanced Researcher award-FUNCAT), the EPSRC (grant no EP/J011053/1) and King Saud University for funding. SPN is a Royal Society Wolfson Research Merit Award holder.

PY - 2015/8/1

Y1 - 2015/8/1

N2 - The first nickel catalyzed deprotonative cross coupling between C(sp3)-H bonds and aryl chlorides is reported, allowing the challenging arylation of benzylimines in the absence of directing group or stoichiometric metal activation. This methodology represents a convenient access to the (diarylmethyl)amine moiety, which is widespread in pharmaceutically relevant compounds.

AB - The first nickel catalyzed deprotonative cross coupling between C(sp3)-H bonds and aryl chlorides is reported, allowing the challenging arylation of benzylimines in the absence of directing group or stoichiometric metal activation. This methodology represents a convenient access to the (diarylmethyl)amine moiety, which is widespread in pharmaceutically relevant compounds.

UR - http://www.rsc.org/suppdata/c5/sc/c5sc01589h/c5sc01589h1.pdf

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DO - 10.1039/C5SC01589H

M3 - Article

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VL - 6

SP - 4973

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JO - Journal of Polymer Science Part A: Polymer Chemistry

JF - Journal of Polymer Science Part A: Polymer Chemistry

IS - 8

ER -

Synthesis of (diarylmethyl)amines using Ni-catalyzed arylation of C(sp³)-H bonds

Abstract

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EPSRC - EP/J011053/1- LATE TRANSITION: Late Transition Metal Hydroxide in Homogeneous Catalysis

FUNCAT: EU FP7 ERC Advanced Grant - FUNCAT - Fundamental Studies in Organometallic Chemistry and Homogeneous Catalysis

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Synthesis of (diarylmethyl)amines using Ni-catalyzed arylation of C(sp3)-H bonds

Abstract

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Projects

EPSRC - EP/J011053/1- LATE TRANSITION: Late Transition Metal Hydroxide in Homogeneous Catalysis

FUNCAT: EU FP7 ERC Advanced Grant - FUNCAT - Fundamental Studies in Organometallic Chemistry and Homogeneous Catalysis

Cite this

Synthesis of (diarylmethyl)amines using Ni-catalyzed arylation of C(sp³)-H bonds