Buchwald-Hartwig amination of aryl chlorides catalyzed by easily accessible benzimidazolyl phosphine-Pd complexes

Kin Ho Chung; Chau Ming So; Shun Man Wong; Chi Him Luk; Zhongyuan Zhou; Chak Po Lau; Fuk Yee Kwong

doi:10.1055/s-0031-1290666

Buchwald-Hartwig amination of aryl chlorides catalyzed by easily accessible benzimidazolyl phosphine-Pd complexes

Kin Ho Chung, Chau Ming So, Shun Man Wong, Chi Him Luk, Zhongyuan Zhou, Chak Po Lau, Fuk Yee Kwong

Research output: Journal article publication › Journal article › Academic research › peer-review

27 Citations (Scopus)

Abstract

This study describes the efficacy of benzimidazolyl phosphine ligands, which are easily synthesized from inexpensive and commercially available o-phenylenediamine, 2-bormobenzoic acid, and chlorophosphines, in the Buchwald-Hartwig amination of aryl chlorides. Primary and secondary aromatic/aliphatic amines are effective substrates in this catalytic system. Functional groups such as keto and esters are also compatible. The catalyst loading can be reduced to 0.1 mol% Pd.

Original language	English
Pages (from-to)	1181-1186
Number of pages	6
Journal	Synlett
Volume	23
Issue number	8
DOIs	https://doi.org/10.1055/s-0031-1290666
Publication status	Published - 27 Apr 2012

Keywords

amination
aryl chlorides
cross-coupling
palladium
phosphine

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-0031-1290666

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title = "Buchwald-Hartwig amination of aryl chlorides catalyzed by easily accessible benzimidazolyl phosphine-Pd complexes",

abstract = "This study describes the efficacy of benzimidazolyl phosphine ligands, which are easily synthesized from inexpensive and commercially available o-phenylenediamine, 2-bormobenzoic acid, and chlorophosphines, in the Buchwald-Hartwig amination of aryl chlorides. Primary and secondary aromatic/aliphatic amines are effective substrates in this catalytic system. Functional groups such as keto and esters are also compatible. The catalyst loading can be reduced to 0.1 mol% Pd.",

keywords = "amination, aryl chlorides, cross-coupling, palladium, phosphine",

author = "Chung, {Kin Ho} and So, {Chau Ming} and Wong, {Shun Man} and Luk, {Chi Him} and Zhongyuan Zhou and Lau, {Chak Po} and Kwong, {Fuk Yee}",

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AU - Chung, Kin Ho

AU - So, Chau Ming

AU - Wong, Shun Man

AU - Luk, Chi Him

AU - Zhou, Zhongyuan

AU - Lau, Chak Po

AU - Kwong, Fuk Yee

PY - 2012/4/27

Y1 - 2012/4/27

N2 - This study describes the efficacy of benzimidazolyl phosphine ligands, which are easily synthesized from inexpensive and commercially available o-phenylenediamine, 2-bormobenzoic acid, and chlorophosphines, in the Buchwald-Hartwig amination of aryl chlorides. Primary and secondary aromatic/aliphatic amines are effective substrates in this catalytic system. Functional groups such as keto and esters are also compatible. The catalyst loading can be reduced to 0.1 mol% Pd.

AB - This study describes the efficacy of benzimidazolyl phosphine ligands, which are easily synthesized from inexpensive and commercially available o-phenylenediamine, 2-bormobenzoic acid, and chlorophosphines, in the Buchwald-Hartwig amination of aryl chlorides. Primary and secondary aromatic/aliphatic amines are effective substrates in this catalytic system. Functional groups such as keto and esters are also compatible. The catalyst loading can be reduced to 0.1 mol% Pd.

KW - amination

KW - aryl chlorides

KW - cross-coupling

KW - palladium

KW - phosphine

UR - http://www.scopus.com/inward/record.url?scp=84860608523&partnerID=8YFLogxK

U2 - 10.1055/s-0031-1290666

DO - 10.1055/s-0031-1290666

M3 - Journal article

SN - 0936-5214

VL - 23

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EP - 1186

JO - Synlett

JF - Synlett

IS - 8

ER -

Buchwald-Hartwig amination of aryl chlorides catalyzed by easily accessible benzimidazolyl phosphine-Pd complexes

Abstract

Keywords

ASJC Scopus subject areas

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