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N-1,2,4-噁二唑取代的亚磺酰胺的简便合成。

Facile synthesis of N-1,2,4-oxadiazole substituted sulfoximines from N-cyano sulfoximines.

机构信息

Medicinal Chemistry, Jubilant Biosys Ltd, #96, Industrial, Suburb, 2nd Stage, Yeshwanthpur, Bangalore, 560022, India.

出版信息

Org Biomol Chem. 2019 Oct 23;17(41):9187-9199. doi: 10.1039/c9ob01931f.

Abstract

A divergent approach has been successfully developed for the synthesis of N-1,2,4-oxadiazole substituted sulfoximines starting from N-cyano sulfoximines. This method has a wide degree of substrate scope that includes aryl, heteroaryl, alkyl, fluoroalkyl and saturated heterocyclic compounds. Excellent functional group tolerability was also observed. Extension of this methodology to nucleosides, amino acids and dipeptides was found to be successful. A gram scale reaction was also established. The major part of this method is metal free and the utility of environmentally friendly solvents such as 2-methyl THF and ionic liquids is an added advantage.

摘要

一种从 N-氰基亚磺酰胺出发合成 N-1,2,4-噁二唑取代的亚磺酰胺的方法已经成功开发出来。该方法具有广泛的底物范围,包括芳基、杂芳基、烷基、氟烷基和饱和杂环化合物。也观察到了优异的官能团耐受性。该方法还成功扩展到核苷、氨基酸和二肽。还建立了克级反应。该方法的主要部分是无金属的,并且使用环境友好的溶剂,如 2-甲基四氢呋喃和离子液体,是一个额外的优势。

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