REARRANGEMENTS OF PYRROLE AND INDOLE SUBSTITUTED ENOL ESTERS OF CYCLOHEXANE-1,3-DIONE

被引：12

作者：

OLIVER, JE ^{[1
]}

LUSBY, WR ^{[1
]}

WATERS, RM ^{[1
]}

机构：

[1] USDA ARS,BELTSVILLE AGR RES CTR,INSECT CHEM ECOL LAB,BELTSVILLE,MD 20705

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1991年 / 28卷 / 06期

关键词：

D O I：

10.1002/jhet.5570280618

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enol esters 3a and 3b, from cyclohexane-1,3-dione and pyrrole-2-carbonyl chloride and indole-2-carbonyl chloride, respectively, rearranged in the presence of triethylamine to the enamino acids 7 and 12. In the presence of cyanide, 3b, also underwent the expected rearrangement to 4b, whereas only 7 was formed from 3a. Treatment of 7 with mercuric acetate in hot acetic acid resulted in decarboxylation and aromatization to phenol 9.

引用

页码：1565 / 1568

页数：4