关键词: 1,2,3-triazoles Boulton–Katritzky rearrangement allomaltol hydrazones pyrano[2,3-d]isoxazolones recyclization

来  源:   DOI:10.3762/bjoc.20.117   PDF(Pubmed)

Abstract:
For the first time, the interaction of aroyl containing pyrano[2,3-d]isoxazolone derivatives with various hydrazines was studied. It was shown that the considered process includes formation of corresponding hydrazones followed by Boulton-Katritzky rearrangement. As a result, the general method for the synthesis of substituted 1,2,3-triazoles bearing an allomaltol fragment was elaborated. The suggested approach can be applied to various aromatic and heterocyclic hydrazines. At the same time for unsubstituted hydrazine the Boulton-Katritzky recyclization is not implemented. In this case the opening of the pyranone ring was observed leading to pyrazolylisoxazole derivatives. Both types of aforementioned structures were proved by X-ray analysis.
摘要:
第一次,研究了含芳酰基的吡喃并[2,3-d]异恶唑酮衍生物与各种肼的相互作用。结果表明,所考虑的过程包括形成相应的腙,然后进行Boulton-Katritzky重排。因此,阐述了合成带有异麦芽酚片段的取代1,2,3-三唑的一般方法。建议的方法可应用于各种芳族和杂环肼。同时,对于未取代的肼,未实施Boulton-Katritzky再循环。在这种情况下,观察到吡喃酮环的打开导致吡唑并异恶唑衍生物。通过X射线分析证明了上述两种类型的结构。
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