SYNTHESIS OF OSAJAXANTHONE

被引：24

作者：

JAIN, AC

KHANNA, VK

SESHADRI, TR

机构：

[1] Department of Chemistry, University of Delhi, Delhi

来源：

TETRAHEDRON | 1969年 / 25卷 / 14期

关键词：

D O I：

10.1016/0040-4020(69)80022-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Prenylation of 1,3-dihydroxy-7-methoxyxanthone (1) with prenyl bromide and methanolic methoxide yielded a mixture of 2-C-prenyl derivative (4a), 2,4-di-C-prenyl derivative (2) and 3-O-prenyl derivative (3). 2-C-Prenyl derivative (4a) with HI gave a mixture of dihydro-osajaxanthone (8) and its angular isomer (9). The acetate of the former with excess of NBS gave a dibromo derivative which on dehydrobromination with pyridine and deacetylation with alcoholic potash formed 4′-bromo-osajaxanthone (11) in good yield. Refluxing with zinc and glacial acetic acid afforded osajaxanthone (13) identical with a natural sample. © 1969.

引用

页码：2787 / &

共 15 条

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[2]

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[3]

AHLUWALIA VK, 1968, IND J CHEM, V6, P184

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