Rapid construction of tetrahydropyridine scaffolds <i>via</i> formal imino Diels–Alder reactions of Schiff bases and Nazarov reagents
作者:Yen-Ku Wu、Viresh H. Rawal
DOI:10.1039/c9ob01880h
日期:——
Described is a one-flask, two-step method for the synthesis of highly functionalized piperidines. The process involves formal [4 + 2] cycloadditions of Schiff bases and Nazarov reagents, followed by facile elaborations of the initial cycloadducts. Notably, these aza-annulations are facilitated by protic solvents and proceed smoothly under ambient conditions, without other additives. The synthetic utility
描述了一种用于合成高度官能化的哌啶的一烧瓶,两步方法。该过程涉及席夫碱和纳扎罗夫试剂的正式[4 + 2]环加成反应,然后是初始环加合物的简便修饰。值得注意的是,质子溶剂促进了这些氮杂环化反应,并且在环境条件下无需其他添加剂即可顺利进行。通过(±)-丁苯那嗪的简洁,会聚合成,进一步展示了该环空方案的综合用途。