NH4OAc 促进 3-(邻烯丙基苯基)戊烷-1,5-二酮的环缩合反应：四环并苯并融合 1-氮杂同二氢茚的合成。

NH4OAc promoted cyclocondensation of 3-(o-allylphenyl)pentane-1,5-diones: synthesis of tetracyclic benzofused 1-azahomoisotwistanes.

机构信息

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 807, Taiwan.

出版信息

Org Lett. 2012 Aug 3;14(15):3936-9. doi: 10.1021/ol301693s. Epub 2012 Jul 20.

Abstract

A facile two-step synthetic route for preparing the novel tetracyclic skeleton of benzofused 2,6-diaryl-1-azahomoisotwistanes 2 had been developed. The route was carried out by a one-pot tandem cross-coupling reaction of o-allylbenzaldehydes 1 with aryl methyl ketones 3, and NH(4)OAc mediated the cascade cyclocondensation reaction of the resulting 1,5-diketones 4 with the 3-o-allylphenyl group in good yield in two steps.

摘要

已经开发出一种简便的两步合成路线，用于制备新型苯并稠合 2,6-二芳基-1-氮杂同环戊烷 2 的四环骨架。该路线通过邻烯丙基苯甲醛 1 与芳基甲基酮 3 的一锅串联交叉偶联反应进行，并且 NH(4)OAc 介导所得 1,5-二酮 4 与 3-邻烯丙基苯基的级联环缩合反应以良好的收率在两步中进行。