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首页> 外文期刊>RSC Advances >Introducing chirality in halogenated 3-arylsydnones and their corresponding 1-arylpyrazoles obtained by 1,3-dipolar cycloaddition
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Introducing chirality in halogenated 3-arylsydnones and their corresponding 1-arylpyrazoles obtained by 1,3-dipolar cycloaddition

机译：在卤化3- arylsydnones中引入手性和其相应的1-芳基吡唑由1,3-偶极环加装

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摘要

New 1-arylpyrazoles substituted with halogen atoms (Br, I) were synthesized from the corresponding sydnones by 1,3-dipolar cycloaddition. By introduction of a prochiral group such as isopropyl, in the ortho position of the benzene ring, in the starting phenylglycine 1 the rotamers caused by the hindered rotation between the phenyl and the heterocyclic ring were detected by NMR spectroscopy for 1-arylpyrazoles and for the first time for 3-arylsydnones. The N -nitrosophenylglycines present E – Z stereoisomerism due to the partial C–N double bond character. All the new compounds were structurally characterized by NMR spectroscopy and confirmed by X-ray crystallography. The crystal structures of N -nitrosophenylglycine 2c and of the sydnone 3c present similar Br?Br type II halogen contacts.
机译：用1,3-偶极环加装入从相应的Sydnones中合成了用卤素原子（Br，I）取代的新的1-芳基吡唑。通过引入诸如异丙基的胰岛丙基，在苯环的邻位，在起始苯基甘氨酸中，由苯基和杂环之间的受阻旋转引起的旋转变物被NMR光谱检测到1-芳基吡唑并用于第一次适用于3 arylsydnones。由于部分C-N双键特征，N-腈苯基甘氨酸存在E - Z立体异构体。所有新化合物都是通过NMR光谱的结构表征，并通过X射线晶体学证实。 N-腈苯基甘氨酸2C和Sydnone 3C的晶体结构存在类似的BR型II型卤素触点。

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