Lewis acid promoted reactions of diazocarbonyl compounds. 3. Synthesis of oxazoles from nitriles through intermediate. beta.-imidatoalkenediazonium salts

…, RC Elliott, JW Hoekstra, M Oppenhuizen

Index: Doyle, Michael P.; Buhro, William E.; Davidson, James G.; Elliott, Robert C.; Hoekstra, James W.; Oppenhuizen, Mark Journal of Organic Chemistry, 1980 , vol. 45, # 18 p. 3657 - 3664

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Citation Number: 69

Abstract

Lewis acid promoted reactions of a-diazocarbonyl compounds with nitriles provide a general method for the production of oxazoles in high isolated yields. The generality of this method is evaluated by the effectiveness of oxazole formation in surveys of Lewis acids, diazocarbonyl compounds, and nitriles. Because of the relative absence of a-halogenation products in reactions performed with BF3. Et20, this Lewis acid is preferred when the nitrile is ...