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Diels-Alder reactions of N-silyloxy 1-azadienes

✍ Scribed by Mohammad Behforouz; Zhengxiang Gu; Lindsay S. Stelzer; Mohammad Ahmadian; Jalal Haddad; John A. Scherschel

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
325 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis

Novel l-(r-butyldimethylsilyloxy)-I-aza-12.butadienes 1 and 2 are prepared by the reaction of O<f-butyldimethylsiyloxy)hydroxylamine with methyl vinyl ketone amI 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 pytidine heterocycles.

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