A Convenient Preparation of N-Acyl-1-aza-1, 3-diene from β-Formylenamide and Its Utility in Inverse Electron Demand Diels-Alder Reactions

…, S Ahmed, U Sharma, JS Sandhu

Index: Boruah, Romesh C.; Ahmed, Shahadat; Sharma, Utpal; Sandhu, Jagir S. Journal of Organic Chemistry, 2000 , vol. 65, # 3 p. 922 - 925

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Citation Number: 35

Abstract

The Diels-Alder reaction of 1-azadienes is a valuable methodology for synthesis of nitrogen heterocycles1 bearing endocyclic enamine moieties that are key intermediates in the preparation of complicated heterocycles2a and natural products. 2b The 4π participation of simple 1-azadienes is rarely observed in normal [4+ 2] cycloaddition reactions; however, this problem could be circumvented by introducing either electron-withdrawing1, 3 or ...