Transition-metal-free direct arylation of anilines

Tracey Pirali; Fengzhi Zhang; Anna H. Miller; Jenna L. Head; Donald McAusland; Michael F. Greaney

doi:10.1002/anie.201106150

Transition-metal-free direct arylation of anilines

Tracey Pirali, Fengzhi Zhang, Anna H. Miller, Jenna L. Head, Donald McAusland, Michael F. Greaney

Research output: Contribution to journal › Article › peer-review

Abstract

Aryne arylation: A new method of direct arylation is reported for aniline substrates. The reaction uses benzyne to synthesize a variety of aminobiaryls under mild conditions (see scheme), requiring no stoichiometric metalation or transition-metal catalysis. An ene mechanism is implicated, and conveys excellent functional group tolerance relative to metal-mediated processes. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Original language	English
Pages (from-to)	1006-1009
Number of pages	3
Journal	Angewandte Chemie - International Edition
Volume	51
Issue number	4
DOIs	https://doi.org/10.1002/anie.201106150
Publication status	Published - 23 Jan 2012

Keywords

anilines
arynes
C-H bond activation

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10.1002/anie.201106150

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title = "Transition-metal-free direct arylation of anilines",

abstract = "Aryne arylation: A new method of direct arylation is reported for aniline substrates. The reaction uses benzyne to synthesize a variety of aminobiaryls under mild conditions (see scheme), requiring no stoichiometric metalation or transition-metal catalysis. An ene mechanism is implicated, and conveys excellent functional group tolerance relative to metal-mediated processes. Copyright {\textcopyright} 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

keywords = "anilines, arynes, C-H bond activation",

author = "Tracey Pirali and Fengzhi Zhang and Miller, {Anna H.} and Head, {Jenna L.} and Donald McAusland and Greaney, {Michael F.}",

year = "2012",

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doi = "10.1002/anie.201106150",

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T1 - Transition-metal-free direct arylation of anilines

AU - Pirali, Tracey

AU - Zhang, Fengzhi

AU - Miller, Anna H.

AU - Head, Jenna L.

AU - McAusland, Donald

AU - Greaney, Michael F.

PY - 2012/1/23

Y1 - 2012/1/23

N2 - Aryne arylation: A new method of direct arylation is reported for aniline substrates. The reaction uses benzyne to synthesize a variety of aminobiaryls under mild conditions (see scheme), requiring no stoichiometric metalation or transition-metal catalysis. An ene mechanism is implicated, and conveys excellent functional group tolerance relative to metal-mediated processes. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

AB - Aryne arylation: A new method of direct arylation is reported for aniline substrates. The reaction uses benzyne to synthesize a variety of aminobiaryls under mild conditions (see scheme), requiring no stoichiometric metalation or transition-metal catalysis. An ene mechanism is implicated, and conveys excellent functional group tolerance relative to metal-mediated processes. Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

KW - anilines

KW - arynes

KW - C-H bond activation

U2 - 10.1002/anie.201106150

DO - 10.1002/anie.201106150

M3 - Article

SN - 1433-7851

VL - 51

SP - 1006

EP - 1009

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 4

ER -

Transition-metal-free direct arylation of anilines

Abstract

Keywords

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