Synthesis of dialkyl cyanoboronates and their application in palladium-catalyzed cyanation of aryl halides

被引：29

作者：

Jiang, B ^{[1
]}

Kan, Y ^{[1
]}

Zhang, A ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Organomet Chem Lab, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON | 2001年 / 57卷 / 08期

关键词：

dialkyl cyanoboronate; palladium; cyanation; aryl halide;

D O I：

10.1016/S0040-4020(00)01139-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new type of cyanoboronate 4 was prepared and used as a new cyano group source in palladium-catalyzed cyanations of aryl and heteroaryl halides to afford the corresponding aryl and heteroaryl nitriles. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：1581 / 1584

页数：4

共 24 条

[1] RATES AND MECHANISMS OF OXIDATIVE ADDITION TO ZEROVALENT PALLADIUM COMPLEXES GENERATED IN-SITU FROM MIXTURES OF PD0(DBA)2 AND TRIPHENYLPHOSPHINE [J].

AMATORE, C ;

JUTAND, A ;

KHALIL, F ;

MBARKI, MA ;

MOTTIER, L .

ORGANOMETALLICS, 1993, 12 (08) :3168-3178

[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]

[Anonymous], 1972, Inorg. Synth, DOI DOI 10.1002/9780470132449.CH23

[4] TRANSITION-METAL CATALYZED REACTION OF ME3SICN .4. PALLADIUM-CATALYZED CYANATION OF ARYL HALIDES BY TRIMETHYLSILYL CYANIDE [J].

CHATANI, N ;

HANAFUSA, T .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (24) :4714-4716

[5]

COATES WJ, 1996, COMPREHENSIVE HETE 2, V6, P22

[6]

DALTON JR, 1979, J ORG CHEM, V44, P4443, DOI 10.1021/jo01338a042

[7] CYANATION OF AROMATIC HALIDES [J].

ELLIS, GP ;

ROMNEYALEXANDER, TM .

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

[8]

Grashey R., 1991, COMPREHENSIVE ORGANI, V6, P225

[9] Synthesis of purinecarbonitriles by Pd(0)-catalysed coupling of halopurines with zinc cyanide [J].

Gundersen, LL .

ACTA CHEMICA SCANDINAVICA, 1996, 50 (01) :58-63

[10]

Heck R.F., 1985, PALLADIUM REAGENTS O

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