Development of one-pot synthetic method of five-membered heterocycles from olefins.

这个项目涉及使用有机碲试剂，如苯乙酸乙酯、三氟乙酸酯和三氟甲磺酸盐，开发有用的反应。这些苯乙基尿酸混合酸酐可以表现为对烯烃的亲核剂作用，以实现与酒精结合的氧杂尿化、与氨基甲酸乙酯的氨基嘌呤基化、以及与乙腈的氨基嘌呤基化。这些反应适用于烯烃的环官能化合成环醚或环胺。另外，在高温下，氨基和氨基分别环合生成2-恶唑烷酮类化合物和2-恶唑啉类化合物。乙炔的类似反应通过加成得到恶唑。这为从烯烃和乙炔合成五元杂环提供了方便的一锅法。

This project deals with development of useful reactions using organotellurium agents such as benzenetellurinyl acetate, trifluoroacetate, and trifluoromethanesulfonate. These benzenetellurinic mixed anhydrides can behave as a nucleophile towards olefins to effect oxytellurinylation in combination with alcohol, aminotellurinylation with ethyl carbamate, and amidotellurinylation with acetonitrile. These reactions are applicable to cyclofunctionalization of olefins to cyclic ethers or amines. In addition, it has turned out that the aminotellurinylation and amidotellurinylation at a high temperature are followed by an intramolecular cyclization with elimination of the introduced phenyltellurinyl group to give 2-oxazolidinones and 2-oxazolines, respectively. A similar reaction of acetylenes gives oxazoles via an addition. This provides a convenient one-pot synthesis of five-membered heterocycles from olefins and acetylenes.