FORMATION AND REACTION OF P-QUINOL ACETATES OF N-TRIFLUOROACETYLTETRAHYDROISOQUINOLIN-7-OLS

被引：9

作者：

HOSHINO, O

OGASAWARA, H

ARASAWA, M

SUZUKI, M

LIZIMA, K

机构：

[1] Faculty of Pharmaceutical Sciences, Science University of Tokyo, Shinjuku-ku, Tokyo, 162, 12, Ichigaya Funagawara-machi

来源：

HETEROCYCLES | 1993年 / 35卷 / 02期

关键词：

D O I：

10.3987/COM-92-S(T)95

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lead tetraacetate oxidation of N-trifluoroacetyltetrahydroisoquinolin-7-ols (13a, b) in AcOH gave stable p-quinol acetates (17a, b). Reaction of 17 with trifluoroacetic acid in CH2Cl2 or MeCN gave morphinandienones (15) and aporphines (16), respectively. In contrast with o-quinol acetates (14), it was found that reaction of p-quinol acetates (17) in MeCN was considerably slower than that in CH2Cl2. A mechanistic pathway on the reaction is deduced.

引用

页码：1005 / 1014

页数：10

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