Nickel-catalyzed C-P cross-coupling of diphenylphosphine oxide with aryl chlorides

被引：91

作者：

Zhang, Hong-Yu ^{[1
]}

Sun, Meng ^{[1
]}

Ma, Yan-Na ^{[1
]}

Tian, Qiu-Ping ^{[1
]}

Yang, Shang-Dong ^{[1
,2
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

[2] Chinese Acad Sci, Lanzhou Inst Chem Phys, State Key Lab Oxo Synth & Select Oxidat, Lanzhou 730000, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2012年 / 10卷 / 48期

基金：

高等学校博士学科点专项科研基金;

关键词：

LIGANDS; PHOSPHINES; HALIDES;

D O I：

10.1039/c2ob26874d

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel protocol for the preparation of various diarylphosphine oxide compounds via a Ni-catalyzed cross-coupling of aryl chlorides with R2P(O)H has been developed. Notably, this process exhibits the following very attractive features: (i) the process is simpler and operates under mild reaction conditions; (ii) the process is generally cheaper in part because the more accessible aryl chloride is used to form the C-P bond; (iii) the process avoids the need for simultaneous preparation and use of Ar2P(O)M.

引用

页码：9627 / 9633

页数：7

共 37 条

[11] Phosphorylated Proteins and Control over Apatite Nucleation, Crystal Growth, and Inhibition [J].

George, Anne ;

Veis, Arthur .

CHEMICAL REVIEWS, 2008, 108 (11) :4670-4693

[12] Recent Advances in Metal-Catalyzed C-P Bond Formation [J].

Glueck, David S. .

C-X BOND FORMATION, 2010, 31 :65-100

[13] PALLADIUM-CATALYZED NEW CARBON-PHOSPHORUS BOND FORMATION [J].

HIRAO, T ;

MASUNAGA, T ;

YAMADA, N ;

OHSHIRO, Y ;

AGAWA, T .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1982, 55 (03) :909-913

[14] Copper-Catalyzed C-P Coupling through Decarboxylation [J].

Hu, Jie ;

Zhao, Ning ;

Yang, Bin ;

Wang, Ge ;

Guo, Li-Na ;

Liang, Yong-Min ;

Yang, Shang-Dong .

CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (20) :5516-5521

[15] Proline/pipecolinic acid-promoted copper-catalyzed P-arylation [J].

Huang, Cheng ;

Tang, Xu ;

Fu, Hua ;

Jiang, Yuyang ;

Zhao, Yufen .

JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (13) :5020-5022

[16] Studies towards synthesis of dinucleoside arylphosphonates with metal complexing properties [J].

Johansson, T ;

Stawinski, J .

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2003, 22 (5-8) :1459-1461

[17]

Kolio D. T., 2006, CHEMISTRY AND APPLIC

[18] P-Heterocycles as Ligands in Homogeneous Catalytic Reactions [J].

Kollar, L. ;

Keglevich, G. .

CHEMICAL REVIEWS, 2010, 110 (07) :4257-4302

[19] Synthesis of biaryl P,N ligands by novel palladium-catalyzed phosphination using triarylphosphines:: Catalytic application of C-P activation [J].

Kwong, FY ;

Chan, KS .

ORGANOMETALLICS, 2000, 19 (11) :2058-2060

[20] Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions Employing Dialkylbiaryl Phosphine Ligands [J].

Martin, Ruben ;

Buchwald, Stephen L. .

ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (11) :1461-1473

← 1 2 3 4 →