Palladium-catalyzed cyanation reactions of aryl chlorides

被引：143

作者：

Jin, FQ ^{[1
]}

Confalone, PN ^{[1
]}

机构：

[1] Dupont Merck Pharmaceut Co, Expt Stn, Chem Proc R&D, Wilmington, DE 19880 USA

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 18期

关键词：

aryl chlorides; cyanation; palladium;

D O I：

10.1016/S0040-4039(00)00384-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have discovered an efficient cyanation of aryl chlorides which employs Pd-2(dba)(3), dppf and Zn as the catalyst and Zn(CN)(2) as the cyanide source. Both electron-deficient and electron-rich aryl chlorides are effectively cyanated under these conditions. This discovery represents the first successful palladium-catalyzed cyanation of both electron-deficient and electron-rich aryl chlorides. (C) 2000 DuPont Pharmaceuticals Company. Published by Elsevier Science Ltd. All rights reserved.

引用

页码：3271 / 3273

页数：3

共 16 条

[1]

AKITA Y, 1981, SYNTHESIS-STUTTGART, P974

[2] Cooperative catalyst effects in palladium-mediated cyanation reactions of aryl halides and triflates [J].

Anderson, BA ;

Bell, EC ;

Ginah, FO ;

Harn, NK ;

Pagh, LM ;

Wepsiec, JP .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (23) :8224-8228

[3] TRANSITION METAL-MEDIATED REACTIONS USING [C-11] CYANIDE IN SYNTHESIS OF C-11 LABELED AROMATIC-COMPOUNDS [J].

ANDERSSON, Y ;

LANGSTROM, B .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1994, (11) :1395-1400

[4] NEW NICKEL-CATALYZED SYNTHESIS OF AROMATIC NITRILES [J].

CASSAR, L .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1973, 54 (JUN16) :C57-C58

[5]

Drechsler U, 1998, SYNLETT, P1207

[6] CYANATION OF AROMATIC HALIDES [J].

ELLIS, GP ;

ROMNEYALEXANDER, TM .

CHEMICAL REVIEWS, 1987, 87 (04) :779-794

[7]

GRUSHIN VV, 1994, CHEM REV, V94, P1074

[8] A highly catalytic robust palladium catalyzed cyanation of aryl bromides [J].

Maligres, PE ;

Waters, MS ;

Fleitz, F ;

Askin, D .

TETRAHEDRON LETTERS, 1999, 40 (47) :8193-8195

[9]

Okano T, 1998, SYNLETT, P243

[10] CHELATE EFFECT ON THE STRUCTURE AND REACTIVITY OF ELECTRON-RICH PALLADIUM COMPLEXES AND ITS RELEVANCE TO CATALYSIS [J].

PORTNOY, M ;

MILSTEIN, D .

ORGANOMETALLICS, 1993, 12 (05) :1655-1664

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