FURANS AND THIOPHENES FROM ETHACRYNIC ACID

被引：4

作者：

GORLITZER, K

BOMEKE, M

机构：

[1] Institut Für Pharmazeutische Chemie, Technischen Universität Braunschweig, Braunschweig, 3300

来源：

ARCHIV DER PHARMAZIE | 1992年 / 325卷 / 01期

关键词：

D O I：

10.1002/ardp.19923250104

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The 1,4-dicarbonyl- and 1,4,7-tricarbonyl compounds 1 react with polyphosphoric acid (PPA) to yield the furans 3; with P4S10 the thiophenes 4 are obtained. The gamma-keto carboxylic acid 2 cyclizes with PPA to form the alpha,beta-unsaturated butyrolactone 6. 2 is reduced by NaBH4 chemo- and diastereoselectively to give the gamma-hydroxy carboxylic acid 5. The lactone 7 is prepared by dehydration of 5 with PPA. The sulfones ga,b are obtained from the thiophenes 4a,b by oxidation with magnesium monoperoxyphthalate (MMPP). Under the same conditions the furan 3b is cleaved to yield the enedione 9, which tautomerizes slowly forming 10.

引用

页码：9 / 12

页数：4

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