Suzuki-Miyaura cross-coupling of benzylic phosphates with arylboronic acids

被引：132

作者：

McLaughlin, M ^{[1
]}

机构：

[1] Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 22期

关键词：

D O I：

10.1021/ol0517271

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Suzuki-Miyaura cross-coupling of benzylic phosphates with arylboronic acids was investigated. Optimum conditions employed the simple catalytic system of palladium(II) acetate (1 mol %) and triphenylphosphine (4 mol %) with either potassium phosphate or potassium carbonate as the base and toluene as the solvent at 90 degrees C. Using the developed conditions, a series of structurally diverse diarylmethanes were prepared.

引用

收藏

页码：4875 / 4878

页数：4

相关论文

共 25 条

[11] Recent applications of the Suzuki-Miyaura cross-coupling reaction in organic synthesis [J].

Kotha, S ;

Lahiri, K ;

Kashinath, D .

TETRAHEDRON, 2002, 58 (48) :9633-9695

[12] Suzuki-Miyaura cross-coupling of benzylic carbonates with arylboronic acids [J].

Kuwano, R ;

Yokogi, M .

ORGANIC LETTERS, 2005, 7 (05) :945-947

[13] Selective double Suzuki cross-coupling reactions.: Synthesis of unsymmetrical diaryl (or heteroaryl) methanes [J].

Langle, S ;

Abarbri, M ;

Duchêne, A .

TETRAHEDRON LETTERS, 2003, 44 (52) :9255-9258

[14] Palladium-catalysed coupling of vinyl phosphates with aryl or heteroaryl boronic acids. Application to the synthesis of substituted nitrogen containing heterocycles [J].

Lepifre, F ;

Buon, C ;

Rabot, R ;

Bouyssou, P ;

Coudert, G .

TETRAHEDRON LETTERS, 1999, 40 (35) :6373-6376

[15]

Littke AF, 2002, ANGEW CHEM INT EDIT, V41, P4176, DOI 10.1002/1521-3773(20021115)41:22<4176::AID-ANIE4176>3.0.CO

[16]

2-U

[17] Rational design and synthesis of novel dimeric diketoacid-containing inhibitors of HIV-1 integrase: Implication for binding to two metal ions on the active site of integrase [J].

Long, YQ ;

Jiang, XH ;

Dayam, R ;

Sanchez, T ;

Shoemaker, R ;

Sei, S ;

Neamati, N .

JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (10) :2561-2573

[18] PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS [J].

MIYAURA, N ;

SUZUKI, A .

CHEMICAL REVIEWS, 1995, 95 (07) :2457-2483

[19]

Miyaura N, 2002, TOP CURR CHEM, V219, P11

[20] Nickel-catalyzed cross-couplings of cyclohexenyl phosphate and arylboronic acids [J].

Nan, Y ;

Yang, Z .

TETRAHEDRON LETTERS, 1999, 40 (17) :3321-3324