Addition of trimethylsilyl cyanide to aromatic ketones promoted by organic solutions of lithium salts

被引：48

作者：

Jenner, G ^{[1
]}

机构：

[1] Univ Strasbourg 1, Inst Chim, Lab Piezochim Organ, UMR 7509, F-67008 Strasbourg, France

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 03期

关键词：

D O I：

10.1016/S0040-4039(98)02419-8

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cyanosilylation of aromatic ketones is strongly promoted in organic solutions of specific lithium salts (perchlorate and tetrafluoroborate). Acetonitrile solutions of LiBF4 are safe and efficient media for this reaction. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

引用

页码：491 / 494

页数：4

共 17 条

[1] Catalytic asymmetric synthesis of (S)-acetophenone cyanohydrin under high pressure [J].

Choi, MCK ;

Chan, SS ;

Matsumoto, K .

TETRAHEDRON LETTERS, 1997, 38 (38) :6669-6672

[2]

GASSMAN PG, 1978, TETRAHEDRON LETT, P3773

[3] ADDITION OF TRIMETHYLSILYL CYANIDE TO ALPHA-SUBSTITUTED KETONES - CATALYST EFFICIENCY [J].

GREENLEE, WJ ;

HANGAUER, DG .

TETRAHEDRON LETTERS, 1983, 24 (42) :4559-4560

[4]

GROUTAS WC, 1980, SYNTHESIS-STUTTGART, P861

[5]

HANDY ST, 1995, SYNLETT, P565

[6] Lithium perchlorate/diethylether catalyzed aminocyanation of aldehydes [J].

Heydari, A ;

Fatemi, P ;

Alizadeh, AA .

TETRAHEDRON LETTERS, 1998, 39 (19) :3049-3050

[7] LICLO4-CATALYZED NUCLEOPHILIC-ADDITION TO ALPHA-CHIRAL ALDEHYDES, ALDIMINES, AND OXIRANES [J].

IPAKTSCHI, J ;

HEYDARI, A .

CHEMISCHE BERICHTE-RECUEIL, 1993, 126 (08) :1905-1912

[8] SYNTHESIS OF ALPHA-AMINONITRILES BY SELF-CATALYZED, STOICHIOMETRIC REACTION OF PRIMARY AMINES, ALDEHYDES, AND TRIMETHYLSILYL CYANIDE [J].

LEBLANC, JP ;

GIBSON, HW .

TETRAHEDRON LETTERS, 1992, 33 (42) :6295-6298

[9]

Loh TP, 1998, SYNLETT, P369

[10]

LUBINEAU A, 1994, SYNTHESIS-STUTTGART, P741

← 1 2 →