Total synthesis of tetracyclic kynurenic acid analogues isolated from chestnut honey
作者:Raffaella Cincinelli、Giangiacomo Beretta、Sabrina Dallavalle
DOI:10.1016/j.tetlet.2017.12.015
日期:2018.1
A short and efficient synthesis of novel tetracyclic Kynurenic acid analogues, isolated from chestnut honey, is described. The crucial step of the strategy was a MW-assisted cyclization of enamines of ethyl dioxohexahydropyrrolizine and 2,3-dioxooctahydroindolizine carboxylates to obtain 2,3,6,11b-tetrahydro-1H-pyrrolizino[2,1-b]quinoline-5,11-dione and 5,8,91,011,11a-hexahydroindolizino[2,1-b]quinoline-6
描述了一种从板栗蜂蜜中分离得到的新型四环犬尿酸类似物的短而有效的合成方法。该策略的关键步骤是对二氧六氢吡咯啉乙酯和2,3-二氧八氢吲哚嗪羧酸酯的烯胺进行MW辅助环化,以获得2,3,6,11b-tetrahydro-1H-pyrrolizino [2,1- b ] quinoline-5, 11-二酮和5,8,91,011,11a-六氢吲哚并[2,1- b ]喹啉-6,12-二酮。由于其模块化性质,合成策略可以作为制备包含这些新杂环骨架的化合物的一般方法具有价值。