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3,6-二芳基-1-吡唑并[3,4-]吡啶的合成——一锅法连续铃木-宫浦偶联反应

Synthesis of 3,6-diaryl-1-pyrazolo[3,4-]pyridines one-pot sequential Suzuki-Miyaura coupling.

作者信息

Tandon Vibha, Das Parthasarathi, Kukreti S

机构信息

Department of Chemistry, University of Delhi Delhi-110007 India.

Special Centre for Molecular Medicine, Jawaharlal Nehru University New Delhi-110067 India

出版信息

RSC Adv. 2018 Oct 11;8(61):34883-34894. doi: 10.1039/c8ra07104g. eCollection 2018 Oct 10.

DOI:10.1039/c8ra07104g
PMID:35547054
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9087644/
Abstract

A practical synthesis of diarylpyrazolo[3,4-]pyridine derivatives by a combination of chemoselective Suzuki-Miyaura cross-coupling reactions was developed. The sequential arylation strategy can be performed in a one-pot manner without much loss of efficiency when compared to the corresponding stepwise synthesis. These conditions are applicable to the coupling of a wide variety of aryl and heteroaryl-boronic acids with pyrazolo[3,4-]pyridines with high selectivity of the C3 over the C6 position, thus enabling the rapid construction of a diverse array of medicinally important diarylpyrazolo[3,4-]pyridines.

摘要

通过化学选择性铃木-宫浦交叉偶联反应的组合,开发了一种二芳基吡唑并[3,4-]吡啶衍生物的实用合成方法。与相应的逐步合成相比,顺序芳基化策略可以以一锅法进行,而效率损失不大。这些条件适用于多种芳基和杂芳基硼酸与吡唑并[3,4-]吡啶的偶联,对C3位置的选择性高于C6位置,从而能够快速构建各种具有重要药用价值的二芳基吡唑并[3,4-]吡啶。

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