Regiospecific synthesis of 3-substituted 5-alkylisoxazoles from oxime dianions and N-methoxy-N-methylalkylamides

…, DL Volkots, DJ Aldous, RC Oglesby

文献索引：Nitz, Theodore J.; Volkots, Deborah L.; Aldous, David J.; Oglesby, Richard C. Journal of Organic Chemistry, 1994 , vol. 59, # 19 p. 5828 - 5832

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被引用次数: 73

摘要

As part of our efforts directed at the synthesis of antipicornavirus agents,'we required a general synthesis of 3-methyl-5-alkylisoxazoles. Numerous methods are available for the synthesis of isoxazoles. 2 Barber and Olofson3" have described a convenient synthesis of 5- arylisoxazoles. In this method, oxime dianions4 are acylated with NJV-dialkylarylamides to give, following acid hydrolysis, the 5-aryliso~ azoles.~ 5-Alkylisoxazoles are not obtained ...