Synthesis of benzimidazol-2-thiones from dimedone : An unexpected cyclisation into a five-membered ring

被引：0

作者：

Bennamane, Norah ^{[1
]}

Zaioua, Karima ^{[2
]}

Akacem, Yamina ^{[2
]}

Kaoua, Rachedine ^{[1
]}

Bentarzi, Yamina ^{[1
]}

Bakhta, Saliha ^{[1
]}

Nedjar-Kolli, Bellara ^{[1
]}

Ouhab, Lahcen ^{[3
]}

机构：

[1] Univ Sci & Technol Houari Boumediene, Lab Appl Organ Chem, BP 32, Algiers, Algeria

[2] USTHB, Lab Thermodynam & Modelisat, Bab Ezzouar, Algeria

[3] Univ Rennes 1, UMR CNRS UR 6226, Sci Chim Rennes, Organomet & Mat Mol, F-35042 Rennes, France

来源：

ORGANIC COMMUNICATIONS | 2009年 / 2卷 / 02期

关键词：

Dimedone; enaminones; benzimidazol-thiones; benzodiazepines; carbon disulfide;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

When enaminones 9 obtained from dimedone were used instead of furanone 3 and pyranone 4 in the reaction with carbon disulfide in presence of pyridine, a crystalline product was formed whose spectral data and X-Ray structure were inconsistent with the benzodiazepine-thiones 5-6 but agreed with the structure of benzodimidazol-2-thione 11 which is expected to possess a notable pharmacological activities. Theoretical calculations, with DFT/B3LYP method, have been carried out to rationalize the experimental results.

引用

页码：49 / 59

页数：11

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