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Removal of Fluorine from and Introduction of Fluorine into Polyhalopyridines:An Exercise in Nucleophilic Hetarenic Substitution

机译:从聚卤代吡啶中除去氟并将氟引入氟代吡啶中:亲核性戊二烯取代的一种运动

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摘要

Starting from six industrially available fluorinated pyridines,an expedient access to all three tetrafluoro-pyridines (2-4),all six trifluoropyri-dines (5-10),and the five non-commercial difluoropyridines (11-14 and 16) was developed.The methods employed for the selective removal of fluorine from polyfluoropyridines were the reduction by metals or complex hydrides and the site-selective replacement by hydrazine followed by dehydrogena-tion-dediazotation or dehydrochlorina-tion-dediazotation.To introduce an extra fluorine atom,a suitable precursor was metalated and chlorinated before being subjected to a chlorine/ fluorine displacement process.
机译:从六个工业上可获得的氟化吡啶开始,开发了一种方便的途径来获取所有三个四氟吡啶(2-4),所有六个三氟吡啶(5-10)和五个非商业性二氟吡啶(11-14和16)。从多氟吡啶中选择性除去氟的方法是用金属或复合氢化物还原,然后用肼进行位点选择性置换,然后进行脱氢-脱重氮或脱氯化氢-脱重氮作用。引入一个额外的氟原子,a在进行氯/氟置换工艺之前,先对合适的前体进行金属化和氯化处理。

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