New Synthesis of Amines and Amides Mediated by Additions of Benzotriazole to Enamines and Enamides and Transformations of the Adducts
作者:Alan R. Katritzky、Simona Jurczyk、Bogumila Rachwal、Stanislaw Rachwal、Irina Shcherbakova、Konstantina Yannakopoulou
DOI:10.1055/s-1992-26362
日期:——
Adducts of type N-C-Bt can be obtained in which the nitrogen atom is derived from an N-vinyl non-basic heterocyclic NH compound or a secondary amide, or in which the central carbon is derived from a ketone by the addition of benzotriazole to an enamine or enamide. Thus, 9-vinylcarbazole, 1-vinylpyrrolidin-2-one and 1-(1-ethylprop-1-enyl)pyrrolidine afforded the corresponding N-(1-benzotriazolylalkyl)-substituted compounds which could be alkylated by various methods in good yield. The range of benzotriazole mediated syntheses of amines and amides is significantly extended in this way.
可以获得类型为 N-C-Bt 的加成物,其中氮原子来源于 N-乙烯基非碱性杂环 NH 化合物或次级酰胺,或其中中心碳原子通过将苯并三唑加到烯胺或烯酰胺中而来源于酮。因此,9-乙烯基卡巴唑、1-乙烯基吡咯烷-2-酮和 1-(1-乙基丙-1-烯基)吡咯烷提供了相应的 N-(1-苯并三唑基烷基)取代化合物,这些化合物可以通过多种方法进行烷基化,产率良好。通过这种方式,苯并三唑介导的胺和酰胺的合成范围显著扩大。