Two-Step Construction of Thiophene–Oxazole Dyads with Fluorescent Properties by the Ring Expansion of Aziridines,The Journal of Organic Chemistry

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Two-Step Construction of Thiophene–Oxazole Dyads with Fluorescent Properties by the Ring Expansion of Aziridines
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2022-07-29 , DOI: 10.1021/acs.joc.2c01365
Alena S Pankova ₁

Affiliation

A general approach toward 2-thiophenylsubstituted oxazoles using aziridination of a double bond of (acyl)alkenyl thiophenes with the subsequent expansion of the aziridine ring is developed. The isolation of intermediate aziridine is not necessary. This expedient protocol covers a broad scope of readily available 2-, 3-, and benzothiophene derivatives, is practical and reliable, requires short reaction times, and is simple to set up and work up reaction mixtures. Thiophenyloxazoles, obtained by this method, exhibit fluorescence with high quantum yields.

中文翻译：

通过氮丙啶的扩环两步构建具有荧光性质的噻吩-恶唑二元化合物

开发了一种使用（酰基）烯基噻吩双键的氮丙啶化以及随后的氮丙啶环扩展来制备 2-噻吩取代恶唑的通用方法。不需要分离中间体氮丙啶。这个权宜之计方案涵盖了广泛的现成的 2-、3- 和苯并噻吩衍生物，实用且可靠，需要较短的反应时间，并且易于设置和处理反应混合物。通过这种方法获得的噻吩苯恶唑表现出高量子产率的荧光。

更新日期：2022-07-29

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