An efficient conjugate hydrocyanation of chalcones and related enones with TMSCN under solvent- and additive-free microwave conditions

被引：35

作者：

Iida, Hirokazu ^{[1
]}

Moromizato, Tatsuya ^{[1
]}

Hamana, Hiroshi ^{[1
]}

Matsumoto, Kiyoshi ^{[1
]}

机构：

[1] Chiba Inst Sci, Fac Pharm, Chiba 2880025, Japan

来源：

TETRAHEDRON LETTERS | 2007年 / 48卷 / 11期

基金：

日本学术振兴会;

关键词：

D O I：

10.1016/j.tetlet.2006.12.145

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A first example of solvent- and additive-free 1,4-addition reaction of alpha,beta-unsaturated ketones such as chalcones, 3-nonen-2-one and benzalacetone with trimethylsilyl cyanide (TMSCN) is described. The addition of TMSCN to chalcones, 3-nonen-2-one, and benzalacetone under microwave irradiation in the absence of Lewis or Bronsted acids and solvents, yielded the corresponding beta-cyanoketones in good to moderate yields, as quite rapidly as in 5 min. No systematic substituent effect of chalcones on the yields was observed. No reaction of alpha,beta-unsaturated esters such as methyl cinnamate with TMSCN took place under the same conditions. (c) 2007 Published by Elsevier Ltd.

引用

页码：2037 / 2039

页数：3

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