三氯化鐵輔佐環形含氮炔烯酮、醇化合物環化反應-含氮螺旋化合物之合成

Abstract

含氮螺旋的結構常見於部分天然物或是藥物。本文探討利用三氯化鐵與含氮炔基之環己烯醇化合物或含氮炔基之環己烯酮化合物，進行分子內環化反應合成含氮螺旋化合物。 利用1.2當量的三氯化鐵與含氮環己烯酮化合物在45 oC下得到含氮螺旋[4,5]葵酮衍生物且得到非常好的產率。 利用1.2當量的三氯化鐵與含氮環己烯醇化合物在室溫下得到含氮螺旋[4,5]葵烯衍生物且得到極高的產率。

Azaspiro cycles are commonly seen in many natural products and medicines. In this thesis we report that Iron(III) chloride mediated intramolecular cyclization cyclic 8-aryl-5-aza-2en-1-ones and cyclic 8-aryl-5-aza-2-en-1-ols produced azaspiro compounds. Treatment of the cyclic 8-aryl-5-aza-2-en-1-ones with 1.2 eq. of FeCl3 at 45 oC for 10 h afforded azaspiro[4,5]decanone derivatives in good yields. Treatment of the cyclic 8-aryl-5-aza-2-en-1-ols with 1.2 eq. of FeCl3 at room temperature for 1 min afforded azaspiro[4,5]decene derivatives in good yields.