Transformation of 5-methoxy-1-tetralone into 8-methoxy-1-tetralone

被引：2

作者：

Banerjeea, Ajoy K. ^{[1
]}

Bedoya, Liadis ^{[1
]}

Adherian, Maria E. ^{[1
]}

Vera, William J. ^{[1
]}

Cabrera, Elvia V. ^{[2
]}

Kariney, Elidig R. ^{[2
]}

机构：

[1] Inst Venezolano Invest Cient, Ctr Quim, Caracas 1020A, Venezuela

[2] Univ Zulia, Dept Quim, Fac Ciencias, Maracaibo 4011, Venezuela

来源：

JOURNAL OF CHEMICAL RESEARCH | 2010年 / 09期

关键词：

5-methoxy-1-tetralone; cyclisation; 8-methoxy-1-tetralone; bromination; aromatisation; 1-TETRALONES; CONVENIENT;

D O I：

10.3184/030823410X12843943759969

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The transformation of 1-hydroxy-5-methoxtetralin into 4-hydroxy-8-methoxy-1-tetralone was accomplished in three steps (benzoylation, oxidation and alkaline hydrolysis). Treatment of the corresponding ketotosylate with sodium iodide and zinc dust in dimethoxyethane yielded the 8-methoxy-1-tetralone in 22% yield. The ketotosylate also underwent detosylation with sodium cyanoborohydride but afforded tetraol in 45% yield which on oxidation was converted into the required tetralone in 87% yield.

引用

页码：522 / 524

页数：3

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