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A simple method for the synthesis ofN-difluoromethylated pyridines and 4-pyridones/quinolones by using BrCF2COOEt as the difluoromethylation reagent

机译:通过使用BRCF2COOET作为二氟甲基化试剂合成对二氟甲基化吡啶和4-吡啶酮/喹诺酮的一种简单方法

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摘要

We describe a novel transition metal-free method for the synthesis ofN-difluoromethylated pyridines and 4-pyridones/quinolones by using readily available ethyl bromodifluoroacetate as a fluorine source. The formation ofN-difluoromethylated pyridines involves a two-step process in whichN-alkylation by ethyl bromodifluoroacetate is followed byin situhydrolysis of the ester and decarboxylation. Besides optimizing theN-difluoromethylation conditions and assessing the influence of steric and electronic effects on the outcome of the reaction, we have synthesized theN-difluoromethylated analogues of two fluorophores and demonstrated that their spectroscopic properties can be improved through replacement ofN-CH(3)group byN-CF2H.
机译:我们通过使用易于获得的溴二氟乙酸酯作为氟源来描述一种用于合成对二氟甲基化吡啶和4-吡啶酮/喹诺酮的一种新型过渡金属的方法。 NN-二氟甲基化吡啶的形成涉及通过乙基溴丙酸乙酯的α-烷基化的两步方法,然后是酯和脱羧的含水解。 除了优化于二氟甲基化条件并评估空间和电子效应对反应结果的影响外,我们已经合成了两种荧光团的二氟甲基化类似物,并证明了它们的光谱性能可以通过替代N-CH(3)组来改善 BYN-CF2H。

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  • 来源
    《RSC Advances》 |2020年第50期|共6页
  • 作者单位

    Univ Barcelona IBUB Dept Quim Inorgan &

    Organ Seccio Quim Organ Marti i Franques 1-11 E-08028 Barcelona Spain;

    Univ Barcelona IBUB Dept Quim Inorgan &

    Organ Seccio Quim Organ Marti i Franques 1-11 E-08028 Barcelona Spain;

    Univ Barcelona IBUB Dept Quim Inorgan &

    Organ Seccio Quim Organ Marti i Franques 1-11 E-08028 Barcelona Spain;

    Univ Barcelona IBUB Dept Quim Inorgan &

    Organ Seccio Quim Organ Marti i Franques 1-11 E-08028 Barcelona Spain;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
  • 关键词

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