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通过桑德迈尔型转化合成三甲基甲锡烷基芳基硼酸酯化合物及其在化学选择性交叉偶联反应中的应用。

Synthesis of trimethylstannyl arylboronate compounds by Sandmeyer-type transformations and their applications in chemoselective cross-coupling reactions.

作者信息

Qiu Di, Wang Shuai, Tang Shengbo, Meng He, Jin Liang, Mo Fanyang, Zhang Yan, Wang Jianbo

机构信息

Beijing National Laboratory of Molecular Sciences (BNLMS), Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry, Peking University , Beijing 100871, China.

出版信息

J Org Chem. 2014 Mar 7;79(5):1979-88. doi: 10.1021/jo402618r. Epub 2014 Feb 20.

DOI:10.1021/jo402618r
PMID:24521293
Abstract

A synthetic method based on Sandmeyer-type reactions to access both tin- and boron-substituted arenes from nitroaniline derivatives is described. This transformation can be applied to the synthesis of a series of functionalized trimethylstannyl arylboronates. In addition, the chemoselective reaction of the Stille and Suzuki-Miyaura cross-coupling reactions is explored, and a series of m- and p-terphenyl derivatives have been synthesized by conducting consecutive one-pot Stille and Suzuki-Miyaura cross-coupling reactions.

摘要

描述了一种基于桑德迈尔型反应从硝基苯胺衍生物制备锡取代和硼取代芳烃的合成方法。该转化可应用于一系列官能化三甲基甲锡烷基芳基硼酸酯的合成。此外,还探索了施蒂勒反应和铃木-宫浦交叉偶联反应的化学选择性反应,并通过连续的一锅法施蒂勒反应和铃木-宫浦交叉偶联反应合成了一系列间位和对位三联苯衍生物。

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Synthesis of trimethylstannyl arylboronate compounds by Sandmeyer-type transformations and their applications in chemoselective cross-coupling reactions.通过桑德迈尔型转化合成三甲基甲锡烷基芳基硼酸酯化合物及其在化学选择性交叉偶联反应中的应用。
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Synthesis of functionalized o-, m-, and p-terphenyl derivatives by consecutive cross-coupling reactions of triazene-substituted arylboronic esters.通过三氮烯取代的芳基硼酸酯的连续交叉偶联反应合成官能化的邻、间和对三联苯衍生物。
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