Pyrroles as C-nucleophiles in reactions with acylacetylenes

被引：13

作者：

Trofimov, BA ^{[1
]}

Stepanova, ZV ^{[1
]}

Sobenina, LN ^{[1
]}

Mikhaleva, AI ^{[1
]}

Vakul'skaya, TI ^{[1
]}

Elokhina, VN ^{[1
]}

Ushakov, IA ^{[1
]}

Toryashinova, DSD ^{[1
]}

Kositsyna, EI ^{[1
]}

机构：

[1] Russian Acad Sci, Siberian Branch, Irkutsk Inst Chem, Irkutsk 664033, Russia

来源：

RUSSIAN CHEMICAL BULLETIN | 1999年 / 48卷 / 08期

基金：

俄罗斯基础研究基金会;

关键词：

pyrroles; benzoylacetylene; thenoylacetylene; 2-(2-acylvinyl)pyrroles; one-electron; transfer; ion-radical pair; intramolecular hydrogen band; Z/E-isomers; rotamer; conformation;

D O I：

10.1007/BF02496409

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The reactions of substituted pyrroles with terminal acylacetylenes occur selectively to form 2-(Z/E-2-acylvinyl)pyrroles. When the reactions are performed on the surface of silica gel, C-vinylation is noticeably accelerated to form predominantly E-isomers. ESR spectroscopy with the use of a spin trap demonstrated the ion-radical character of the process. The structures of the adducts synthesized, which exist as anti-s-cis- and syn-s-cis-rotamers, were studied by IR, UV, and NMR spectroscopy.

引用

页码：1542 / 1547

页数：6

共 15 条

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