采用 1,3-偶极环加成方法合成噻吩基吡唑和异噁唑的绿色方法及其抗菌活性。
Green approach for the synthesis of thiophenyl pyrazoles and isoxazoles by adopting 1,3-dipolar cycloaddition methodology and their antimicrobial activity.
机构信息
Department of Chemistry, Sri Venkateswara University, Tirupati 517 502, Andhra Pradesh, India.
Denisco Chemicals Pvt. Ltd., Hyderabad 500 055, Telangana, India.
出版信息
Eur J Med Chem. 2018 Jan 1;143:891-898. doi: 10.1016/j.ejmech.2017.11.093. Epub 2017 Dec 5.
A variety of N-((1,3-diphenyl-5-aryl-1H-pyrazol-4-yl)sulfonyl)thiophene-2-carboxamides (7) and N-((5-aryl-3-phenylisoxazol-4-yl)sulfonyl)thiophene-2-carboxamides (8) were prepared from (E)-N-(arylethenesulfonyl)thiophene-2-carboxamides (4) adopting 1,3-dipolar cycloaddition of nitrile imines and nitrile oxides generated from araldehyde phenylhydrazones and araldoximes in the presence of iodosobenzene and CTAB followed by oxidation with I in DMSO. The compounds 4f, 7e, 7f, 8e and 8f showed potential antibacterial activity against B. subtilis whereas 8e and 8f exhibited potential antifungal activity against A. niger.
各种 N-((1,3-二苯基-5-芳基-1H-吡唑-4-基)磺酰基)噻吩-2-甲酰胺 (7) 和 N-((5-芳基-3-苯基异恶唑-4-基)磺酰基)噻吩-2-甲酰胺 (8) 是由 (E)-N-(芳基亚乙烯基磺酰基)噻吩-2-甲酰胺 (4) 制备的，采用腈亚胺和由醛苯腙和醛肟生成的腈氧化物的 1,3-偶极环加成反应，在碘苯和 CTAB 的存在下，然后用 I 在 DMSO 中氧化。化合物 4f、7e、7f、8e 和 8f 对枯草芽孢杆菌表现出潜在的抗菌活性，而 8e 和 8f 对黑曲霉表现出潜在的抗真菌活性。
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