Halogenation of Pyrazolo[1,5-a]Pyrimidines with NXS

IF 2.4 3区化学 Q2 CHEMISTRY, ORGANIC

Polycyclic Aromatic Compounds Pub Date : 2022-11-11 DOI:10.1080/10406638.2022.2144906

Tian Sang, Chuntian Li, Fan Jia, Jing-Dong He, Yan Liu, L. Vaccaro, Jichang Liu, Ping Liu

引用次数: 1

Abstract

Abstract A series of halogenated systems for pyrazolo[1,5-a]pyrimidines have been developed. Selective transformations of pyrazolo[1,5-a]pyrimidines by mono- and di-iodination were achieved by varying the ratio of pyrazolo[1,5-a]pyrimidines to NIS. In addition, the reaction of pyrazolo[1,5-a]pyrimidines with NBS or NCS uniquely gave dibrominated or dichlorinated products. The wide range of substrates, good functional group tolerance and gram-scale synthesis further demonstrate the application potential of this reaction. This work provides an efficient method for the construction of structurally diverse halogenated pyrazolo[1,5-a]pyrimidine derivatives.

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吡唑[1,5-a]嘧啶与NXS的卤化反应

摘要:开发了一系列吡唑[1,5- A]嘧啶的卤化体系。通过改变吡唑[1,5-a]嘧啶与NIS的比例，实现了吡唑[1,5-a]嘧啶的单碘化和二碘化选择性转化。此外，吡唑[1,5-a]嘧啶与NBS或NCS的反应只会产生二溴化或二氯化产物。广泛的底物范围、良好的官能团耐受性和克级合成进一步证明了该反应的应用潜力。本工作为构建结构多样的卤代吡唑[1,5-a]嘧啶衍生物提供了一种有效的方法。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Polycyclic Aromatic Compounds 化学-有机化学

CiteScore

3.70

自引率

20.80%

发文量

412

审稿时长

3 months

期刊介绍： The purpose of Polycyclic Aromatic Compounds is to provide an international and interdisciplinary forum for all aspects of research related to polycyclic aromatic compounds (PAC). Topics range from fundamental research in chemistry (including synthetic and theoretical chemistry) and physics (including astrophysics), as well as thermodynamics, spectroscopy, analytical methods, and biology to applied studies in environmental science, biochemistry, toxicology, and industry. Polycyclic Aromatic Compounds has an outstanding Editorial Board and offers a rapid and efficient peer review process, as well as a flexible open access policy.

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