Longstreet Ashley R, Rivalti Daniel, McQuade D Tyler
Department of Chemistry and Biochemistry, Florida State University , 95 Chieftan Way, Tallahassee, Florida 32306, United States.
J Org Chem. 2015 Sep 4;80(17):8583-96. doi: 10.1021/acs.joc.5b01169. Epub 2015 Aug 17.
Herein, we describe the synthesis and reactivity of enamines derived from ylidenemalononitriles and ylidenecyanoacetates. The enamine scope was expanded by (1) increasing yields of aldehyde-derived ylidenemalononitriles, (2) incorporating silyl functionalities, and (3) using other amide acetals to expand the substitution patterns of pyridines resulting from enamine cyclization. In addition, methods to produce α-pyrones and polysubstituted pyridines from both ylidenemalononitriles and ylidenecyanoacetates are described.
在此，我们描述了由亚甲基丙二腈和亚甲基氰基乙酸酯衍生的烯胺的合成及反应活性。通过以下方式扩展了烯胺的范围：(1) 提高醛衍生的亚甲基丙二腈的产率；(2) 引入硅烷基官能团；(3) 使用其他酰胺缩醛来扩展烯胺环化产生的吡啶的取代模式。此外，还描述了从亚甲基丙二腈和亚甲基氰基乙酸酯制备α-吡喃酮和多取代吡啶的方法。
