Copper-mediated direct arylation of benzoazoles with aryl iodides

被引：133

作者：

Yoshizumi, Tomoki ^{[1
]}

Tsurugi, Hayato ^{[1
]}

Satoh, Tetsuya ^{[1
]}

Miura, Masahiro ^{[1
]}

机构：

[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

来源：

TETRAHEDRON LETTERS | 2008年 / 49卷 / 10期

关键词：

arylation; aryl iodides; benzoazoles; copper;

D O I：

10.1016/j.tetlet.2008.01.042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The direct arylation of 1,3-benzoazole compounds with aryl iodides is effectively promoted by Cut with use of PPh(3) and Na(2)CO(3) or K(3)PO(4) as ligand and base, respectively, in DMF or DMSO to produce the corresponding 2-arylated products with good yields. (c) 2008 Elsevier Ltd. All rights reserved.

引用

页码：1598 / 1600

页数：3

共 22 条

[1] Aryl-aryl bond formation by transition-metal-catalyzed direct arylation [J].

Alberico, Dino ;

Scott, Mark E. ;

Lautens, Mark .

CHEMICAL REVIEWS, 2007, 107 (01) :174-238

[2] Palladium- and copper-mediated direct C-2 arylation of azoles - Including free (NH)-imidazole, -benzimidazole and -indole - Under base-free and ligandless conditions [J].

Bellina, F ;

Cauteruccio, S ;

Rossi, R .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (06) :1379-1382

[3] Regiocontrolled synthesis of 1,2-diaryl-1H-imidazoles by palladium- and copper-mediated direct coupling of 1-aryl-1H-imidazoles with aryl halides under ligandless conditions [J].

Bellina, F ;

Cauteruccio, S ;

Mannina, L ;

Rossi, R ;

Viel, S .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (03) :693-703

[4] Efficient and highly regioselective direct C-2 arylation of azoles, including free (NH)-imidazole, -benzimidazole and -indole, with aryl halides [J].

Bellina, Fabio ;

Calandri, Chiara ;

Cauteruccio, Silvia ;

Rossi, Renzo .

TETRAHEDRON, 2007, 63 (09) :1970-1980

[5]

Boche G, 1998, CHEM-EUR J, V4, P814, DOI 10.1002/(SICI)1521-3765(19980515)4:5<814::AID-CHEM814>3.0.CO

[6]

2-F

[7]

De Meijere A., 2004, METAL CATALYZED CROS

[8] Copper-catalyzed arylation of heterocycle C-H bonds [J].

Do, Hien-Quang ;

Daugulis, Olafs .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (41) :12404-+

[9]

FOREST J, 1960, J CHEM SOC, P581

[10] Aryl-aryl bond formation one century after the discovery of the Ullmann reaction [J].

Hassan, J ;

Sévignon, M ;

Gozzi, C ;

Schulz, E ;

Lemaire, M .

CHEMICAL REVIEWS, 2002, 102 (05) :1359-1469

← 1 2 3 →