Thiophene ring-opening reactions VI. Attempted cyclization towards [fused]-tricyclic system involving a thiolate anion and suitably located electrophilic carbon.

IF 1.8 4区 生物学 Q4 BIOCHEMISTRY & MOLECULAR BIOLOGY Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences Pub Date : 2023-03-28 DOI:10.1515/znc-2022-0080
Ahmad H Abdullah, Jalal A Zahra, Salim S Sabri, Firas F Awwadi, Ahmad Q Hussein, Mustafa M El-Abadelah
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Abstract

Model α-chloro-β-nitrothieno[2,3-c]pyridazines incorporating N1-(aryl) entity appended with ortho-methoxycarbonyl or trifluoromethyl group were prepared via intramolecular cyclization of their respective N-arylhydrazone precursors. Interaction of these substrates with N'-(p-fluorophenyl)benzothiohydrazide, in the presence of NEt3, furnished the respective 1,3,4-thiadiazoline-pyridazine thiolate hybrids that were S-methylated to produce the corresponding "sulfanyl" derivatives. Their structures were deduced from spectral data, and confirmed by single-crystal X-ray diffraction.

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噻吩开环反应VI.对[融合]三环体系的尝试环化,包括一个硫代阴离子和合适位置的亲电碳。
通过对n -芳基腙前体进行分子内环化,制备了含有N1-(芳基)实体和邻甲氧羰基或三氟甲基的α-氯-β-硝基噻吩[2,3-c]型吡嗪。在NEt3的存在下,这些底物与N'-(对氟苯基)苯并噻唑肼相互作用,产生了相应的1,3,4-噻二唑啉-吡啶嘧啶硫代化合物,这些化合物被s甲基化,产生相应的“磺胺基”衍生物。它们的结构由光谱数据推断,并由单晶x射线衍射证实。
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来源期刊
CiteScore
4.10
自引率
5.00%
发文量
55
期刊介绍: A Journal of Biosciences: Zeitschrift für Naturforschung C (ZNC) is an international scientific journal and a community resource for the emerging field of natural and natural-like products. The journal publishes original research on the isolation (including structure elucidation), bio-chemical synthesis and bioactivities of natural products, their biochemistry, pharmacology, biotechnology, and their biological activity and innovative developed computational methods for predicting the structure and/or function of natural products. A Journal of Biosciences: Zeitschrift für Naturforschung C (ZNC) welcomes research papers in fields on the chemistry-biology boundary which address scientific ideas and approaches to generate and understand natural compounds on a molecular level and/or use them to stimulate and manipulate biological processes.
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