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Mono and double Mizoroki–Heck reaction of aryl halides with dialkyl vinylphosphonates using a reusable palladium catalyst under aqueous medium

机译:在水性介质中使用可重复使用的钯催化剂,使卤化芳基与乙烯基膦酸二烷基酯发生单重和重氮杂-Heck反应

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Operationally-simple and reusable Pd-catalyzed mono and double Mizoroki–Heck reactions of aryl halides and dialkyl vinylphosphonates using iPr2NH as a base in aqueous medium under air were developed. For aryl iodides, the reaction could be conducted at 80 °C under a low catalyst loading (0.1–1 mol%). When aryl bromides were applied, however, a greater amount of catalyst (5 mol%) and a longer reaction time at 120 °C were required. Simply changing dialkyl vinylphosphonates as the limiting reagent led to the formation of 2,2-diaryl vinylphosphonates in good to high yields. After reaction, the residual aqueous solution could be reused for both mono and double Mizoroki–Heck reactions, making the reactions greener and reducing wastage of precious metals and use of harmful organic solvents as the reaction medium.
机译:使用 i Pr 2 NH为基础进行了开发。对于芳基碘化物,该反应可以在80°C的低催化剂负载量(0.1-1 mol%)下进行。然而,当使用芳基溴化物时,需要更大量的催化剂(5mol%)和更长的在120℃下的反应时间。简单地改变乙烯基二膦酸二烷基酯作为限制剂导致高产率地形成2,2-二芳基乙烯基膦酸。反应后,残留的水溶液可重复用于Mizoroki-Heck单反应和双反应,使反应更绿色,并减少贵金属的浪费,并使用有害的有机溶剂作为反应介质。

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