Novel radical synthesis of morphine fragments spiro[benzofuran-3(2H),4′-piperidine] and octahydro-1H-benzofuro[3,2-e]isoquinoline
作者:Chen-Yu Cheng、Ling-Wei Hsin、Jing-Ping Liou
DOI:10.1016/0040-4020(96)00649-7
日期:1996.8
strategy for the synthesis of oxide-containing fragments of morphine has been developed. Thus, the tricyclic (ANO) morphine fragment spiro[7-methoxybenzofuran-3(2H),4′-1′-methylpiperidine] (1) was obtained as the sole product via an intramolecular radical cyclization of 4-[(2′-bromo-6′-methoxyphenoxy)methyl]-1-methyl-1,2,5,6,-tetrahydropyridine (9); while the tetracyclic (ACNO) fragment 9-methoxy-3-methyl-2
已经开发了合成吗啡含氧化物的片段的新策略。因此,三环(ANO)吗啡片段螺[7-甲氧基苯并呋喃-3(2H),4'- 1'-甲基哌啶](1通过的4分子内自由基环化,得到)作为唯一的产物- [(2'-溴-6'-甲氧基苯氧基)甲基] -1-甲基-1,2,5,6,-四氢吡啶(9);而四环(ACNO)片段9-甲氧基-3-甲基-2,3,4,4aα,5,6,7,7aα-八氢-1H-苯并呋喃[3,2-e]异喹啉(3)及其4从5,6,7,8-四氢异喹啉(10)开始以类似方式合成-oxo类似物4。