1-cyanoimidazole as a mild and efficient electrophilic cyanating agent

被引：93

作者：

Wu, YQ ^{[1
]}

Limburg, DC ^{[1
]}

Wilkinson, DE ^{[1
]}

Hamilton, GS ^{[1
]}

机构：

[1] Guilford Pharmaceut Inc, Dept Res, Baltimore, MD 21224 USA

来源：

ORGANIC LETTERS | 2000年 / 2卷 / 06期

关键词：

D O I：

10.1021/ol0055263

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A mild and high-yielding cyanating reaction of amine, sulfur, and carbanion nucleophiles is reported here using 1-cyanoimidazole as an electrophilic cyanating agent.

引用

页码：795 / 797

页数：3

共 8 条

[1] A NEW SYNTHESIS OF ARYLMALONONITRILES [J].

DAVIS, WA ;

CAVA, MP .

JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (16) :2774-2775

[2] N-CYANOIMIDAZOLE AND DIIMIDAZOLE IMINE - WATER-SOLUBLE CONDENSING AGENTS FOR THE FORMATION OF THE PHOSPHODIESTER BOND [J].

FERRIS, JP ;

HUANG, CH ;

HAGAN, WJ .

NUCLEOSIDES & NUCLEOTIDES, 1989, 8 (03) :407-414

[3]

GILMAN AG, 1990, GOODMAN GILMANS PHAR, P899

[4] Synthesis and pharmacological evaluation of N-(2,5-disubstituted phenyl)-N′-(3-substituted phenyl)-N′-methylguanidines as N-methyl-D-aspartate receptor ion-channel blockers [J].

Hu, LY ;

Guo, JQ ;

Magar, SS ;

Fischer, JB ;

Burke-Howie, KJ ;

Durant, GJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1997, 40 (26) :4281-4289

[5] A convenient new synthesis of 1-cyanobenzotriazole and its use as a C-cyanating reagent [J].

Hughes, TV ;

Hammond, SD ;

Cava, MP .

JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (02) :401-402

[6] Electrophilic cyanations using 1-cyanobenzotriazole:: sp2 and sp carbanions [J].

Hughes, TV ;

Cava, MP .

JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (01) :313-315

[7]

Van Leusen A.M., 1970, TETRAHEDRON LETT, V12, P967

[8] SYNTHESIS OF SUBSTITUTED 7,7,8,8-TETRACYANOQUINODIMETHANES [J].

WHELAND, RC ;

MARTIN, EL .

JOURNAL OF ORGANIC CHEMISTRY, 1975, 40 (21) :3101-3109

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