Cascade assembling of pyrazolin-5-ones and benzylidenemalononitriles: the facile and efficient approach to medicinally relevant spirocyclopropylpyrazolone scaffold

Heterocyclic communications

article

Anatoly N. Vereshchagin¹  Michail N. Elinson¹  Aleksander D. Korshunov¹  Victor A. Korolev¹  Mikhail P. Egorov¹ 

[1] N. D. Zelinsky Institute of Organic Chemistry

关键词: activated olefins;    cascade reaction;    cyclization;    pyrazoline-5-one;    spirocyclopropylpyrazolone;   

DOI  :  10.1515/hc-2015-0141

学科分类：内科医学

来源: De Gruyter

【 摘 要 】

A new cascade reaction provides a direct transformation of pyrazolin-5-ones and benzylidene-malononitriles by the action of bromine into substituted spirocyclopropylpyrazolones in 60–88% yields. This process can be realized in two variants, namely, (1) by treatment with bromine in the presence of base and (2) by treatment with bromine only with heating. These facile and efficient one-step cascade processes lead to the spirocyclopropylpyrazolone framework, which is present in a perspective class of compounds with prominent pharmacological and physiological activity.

【 授权许可】

CC BY|CC BY-NC-ND