Microwave assisted, palladium catalyzed aminocarbonylations of heteroaromatic bromides using solid Mo(CO)6 as the carbon monoxide source

被引：38

作者：

Letavic, Michael A. ^{[1
]}

Ly, Kiev S. ^{[1
]}

机构：

[1] Johnson & Johnson Pharmaceut Res & Dev LLC, San Diego, CA 92121 USA

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 13期

关键词：

D O I：

10.1016/j.tetlet.2007.01.133

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The direct conversion of a variety of heteroaromatic bromides into heteroaromatic amides is described. This reaction utilizes Mo(CO)(6) as the carbon monoxide source and is performed using microwave heating allowing for very short reaction times. This convenient methodology allows for the preparation of a variety of heteroaromatic amides useful in medicinal chemistry applications. (c) 2007 Elsevier Ltd. All rights reserved.

引用

页码：2339 / 2343

页数：5

共 14 条

[1] Improved carbonylation of heterocyclic chlorides and electronically challenging aryl bromides [J].

Albaneze-Walker, J ;

Bazaral, C ;

Leavey, T ;

Dormer, PG ;

Murry, JA .

ORGANIC LETTERS, 2004, 6 (13) :2097-2100

[2]

CARRUTHERS NI, 2005, Patent No. 0222151

[3] BASE-CATALYZED CARBOXYLATION OF ORGANIC HALIDES NICKEL CARBONYL IN PROTIC MEDIA [J].

COREY, EJ ;

HEGEDUS, LS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1969, 91 (05) :1233-&

[4] Substituted 2-pyridinemethanol derivatives as potent and selective phosphodiesterase-4 inhibitors [J].

Ducharme, Y ;

Friesen, RW ;

Blouin, M ;

Côté, B ;

Dubé, D ;

Ethier, D ;

Frenette, R ;

Laliberté, F ;

Mancini, JA ;

Masson, P ;

Styhler, A ;

Young, RN ;

Girard, Y .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (11) :1923-1926

[5] Palladium-catalyzed carbonylation of haloindoles:: No need for protecting groups [J].

Kumar, K ;

Zapf, A ;

Michalik, D ;

Tillack, A ;

Heinrich, T ;

Böttcher, H ;

Arlt, M ;

Beller, M .

ORGANIC LETTERS, 2004, 6 (01) :7-10

[6] Microwave-promoted aminocarbonylations of aryl chlorides using Mo(CO)6 as a solid carbon monoxide source [J].

Lagerlund, O ;

Larhed, M .

JOURNAL OF COMBINATORIAL CHEMISTRY, 2006, 8 (01) :4-6

[7] PALLADIUM-CATALYZED AMIDATION OF ARYL, HETEROCYCLIC, AND VINYLIC HALIDES [J].

SCHOENBE.A ;

HECK, RF .

JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (23) :3327-3331

[8] PALLADIUM-CATALYZED CARBOALKOXYLATION OF ARYL, BENZYL, AND VINYLIC HALIDES [J].

SCHOENBE.A ;

BARTOLET.I ;

HECK, RF .

JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (23) :3318-3326

[9]

Tsuji J., 1995, PALLADIUM REAGENTS C

[10] Dimethylformamide as a carbon monoxide source in fast palladium-catalyzed aminocarbonylations of aryl bromides [J].

Wan, YQ ;

Alterman, M ;

Larhed, M ;

Hallberg, A .

JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (17) :6232-6235

← 1 2 →