NUCLEOPHILIC SUBSTITUTION REACTION IN INDOLE CHEMISTRY: A SYNTHESIS OF NOVEL 7β-SUBSTITUTED YOHIMBINE AND 4aα-SUBSTITUTED 1,2,3,4-TETRAHYDRO-β-CARBOLINE DERIVATIVES

被引：0

作者：

Yoshino, Katsumasa ^{[1
]}

Yamada, Fumio ^{[1
]}

Somei, Masanori ^{[1
]}

机构：

[1] Kanazawa Univ, Grad Sch Nat Sci & Technol, Fac Pharmaceut Sci, Kanazawa, Ishikawa 9201192, Japan

来源：

HETEROCYCLES | 2008年 / 76卷 / 02期

关键词：

Nucleophilic Substitution; 1-Hydroxyyohimbine; 7; beta-Heteroarylyohimbine; Tetrahydro-beta-carboline;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

X-Ray analyses of 1-hydroxyyohimbine derivatives clearly show the deviation of the N(1)-O bond from the indole molecular plane. This phenomenon supports our working hypothesis "bishomoallylic conjugation". The deviation is responsible for the unprecedented nucleophilic substitution reaction in 1-hydroxyindole chemistry and effected the synthesis of novel 7 beta-heteroarylyohimbine and 4a alpha-heteroaryl-1,2,3,4-tetrahydro-beta-carboline derivatives from the corresponding 1-hydroxyindole derivatives.

引用

页码：989 / 994

页数：6

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