Synthesis of amide‐linked benzazolyl isoxazoles adopting green methods and evaluation as antimicrobials,Journal of Heterocyclic Chemistry

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Synthesis of amide‐linked benzazolyl isoxazoles adopting green methods and evaluation as antimicrobials
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : 2020-02-17 , DOI: 10.1002/jhet.3916
Jyothi Sowdari ₁ , Sreenivasulu Thata ₁ , Yamini Gudi ₁ , Padmavathi Venkatapuram ₁ , Padmaja Adivireddy ₁

Affiliation

Some new benzoxazolyl isoxazoles, benzothiazolyl isoxazoles and benzimidazolyl isoxazoles connected by amide bonds (7‐9) were prepared from N‐benzazolylcarbamoylmethylcinnamamides (1‐3) adopting eco‐friendly synthetic methodologies. In fact, cycloaddition of nitrile oxide generated from araldoxime using iodosobenzene and cetyltrimethylammonium bromide to 1‐3 followed by treatment with iodine in dimethyl sulfoxide led to the formation of title compounds with good yields and in shorter reaction times. The structures of all the synthesized compounds were confirmed by spectral parameters, viz, IR, NMR, and mass spectra and were assayed for antimicrobial activity. Among all the tested compounds, 8a and 8c displayed excellent antibacterial activity, whereas 9a and 9c showed promising antifungal activity.

中文翻译：

采用绿色方法合成酰胺键联的苯并恶唑异恶唑并评估其抗菌性

一些新的通过酰胺键连接的苯并恶唑基异恶唑，苯并噻唑基异恶唑和苯并咪唑基异恶唑（7-9）是采用N-苯甲酰氨基甲酰基甲基肉桂酰胺（1-3）采用生态友好的合成方法制备的。实际上，使用碘代苯和十六烷基三甲基溴化铵将阿拉多肟产生的一氧化氮环加成1-3，然后在二甲基亚砜中用碘处理，可以形成标题化合物，收率高，反应时间短。通过光谱参数，即， IR，NMR和质谱确认所有合成化合物的结构，并测定其抗菌活性。在所有测试化合物中，8a和图8c显示优异的抗菌活性，而图9a和9c中显示有希望的抗真菌活性。

更新日期：2020-02-18

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