现代有机化学的进步极大地受益于反应活性中间体的发现、制备和应用。腈正离子是一类重要和灵活多变的反应活性中间体，许多著名的人名反应都是通过该类中间体完成的。一般的腈正离子无法高效地用于制备那些重要的含氮杂环化合物，而高活性腈正离子的生成和反应仍然是一个挑战性的课题。..三氟甲磺酸酐促进生成的腈正离子/三氟甲磺酸盐已经证明是一类高反应活性中间体，但该方法主要被限制使用仲酰胺底物。..此处我们提出了关于“三氟甲磺酸酐促进的高反应活性中间体腈正离子/三氟甲磺酸盐的生成及其在含氮杂环化合物合成中的应用研究”的课题。尝试建立多个使用酮肟﹑腈和伯酰胺为底物，经腈正离子/三氟甲磺酸盐中间体的环化反应合成3,4-二氢异喹啉﹑喹啉和喹唑啉等重要含氮杂环化合物的新方法，丰富这类方法的底物和产物结构的多样性。为此，我们还将创造性地建立有关腈正离子、碳正离子和烯酮亚胺等活性中间体的制备新方法和开展反应机理的研究。

The progress of modern organic chemistry have greatly benefited from the discovery, preparation and application of the reactive intermediates. Nitrilium ions are a type of important and versatile reactive intermediates, based on which many famous name reactions have been established. Normal nitrilium ions can not be efficiently used for the synthesis of nitrogen-containing heterocyclics, but the generation and reaction of the highly reactive nitrilium ions are still challenging tasks...Nitrilium trifluoromethanesulfonates have been proved to be a type of highly reactive intermediates and their generation promoted by trifluoromethanesulfonic anhydride is a highly convenient, compatible and efficient strategy. But, this strategy thus far is limited to the use of the secondary amide substrates...In this proposal, "studies on the trifluoromethanesulfonic anhydride-promoted generation of highly reactive nitrilium trifluoromethanesulfonates and their applications in the synthesis of nitrogen-containing heterocyclics" are proposed. We attempt to establish a series of new methods for the synthesis of nitrogen-containing heterocyclics (such as 3,4-dihydroisoquinolines, quinolines and quinazolines, etc) by using ketoximes, nitriles and primary amides as substrates through the cyclization of nitrilium trifluoromethanesulfonate intermediates. Our goal is to greatly increase the structural diversity of substrates and products in the synthesis of these target compounds. To realize our proposed targets, a series of new methods for the generation of some important reactive intermediates (such as nitrilium ions, carbocations and ketenimines et al) will be established and the relevant reaction mechanisms will also be studied.