Diels-Alder reactions of N-silyloxy 1-azadienes

被引:26
作者
Behforouz, M
Gu, ZX
Stelzer, LS
Ahmadian, M
Haddad, J
Scherschel, JA
机构
[1] Department of Chemistry, Ball State University, Muncie
基金
美国国家卫生研究院;
关键词
D O I
10.1016/S0040-4039(97)00326-2
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel 1-(t-butyldimethylsilyloxy)-1-aza-13-butadienes 1 and 2 are prepared by the reaction of O-(t-butyldimethylsilyloxy)hydroxylamine with methyl vinyl ketone and methacrolein, respectively. Azadienes 1 and 2 through sharing of oxygen nonbonding electrons are activated and thus their Diels-Alder reactions with a number of halobenzoquinones, napthoquinones and N-phenylmaleimide regiospecifically give low to good yields of various pyridine heterocycles. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:2211 / 2214
页数:4
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