INDENONE SYNTHESIS - IMPROVED SYNTHETIC PROTOCOL AND EFFECT OF SUBSTITUTION ON THE INTRAMOLECULAR FRIEDEL-CRAFTS ACYLATION

被引：30

作者：

GALATSIS, P

MANWELL, JJ

BLACKWELL, JM

机构：

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1994年 / 72卷 / 07期

关键词：

D O I：

10.1139/v94-208

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An improved protocol for the construction of substituted indenones is presented. Also the effect of substitution on the intramolecular Friedel-Crafts acylation was noted. Specifically, if there is no substitution at the 2-position of the indenone poor yields of cyclized material were obtained, if at all, while the substitution of a methyl or ethyl group greatly improved the yield of cyclized material. Placement of a large group (e.g., benzyl) resulted in a diminuation of the improved yield. The new synthetic procedure could, in principle, allow for the construction of 2,3-disubstituted indenones. One example of this reaction mode was presented.

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页码：1656 / 1659

页数：4

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