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A highly efficient Pd/CuI-catalyzed oxidative alkoxycarbonylation of α-olefins to unsaturated esters
Journal of Molecular Catalysis A: Chemical Pub Date : 2016-07-06 , DOI: 10.1016/j.molcata.2016.07.011
Mathias Maffei , Gabriele Giacoia , Raffaella Mancuso , Bartolo Gabriele , Elena Motti , Mirco Costa , Nicola Della Ca’

A new protocol for the alkoxycarbonylation of α-olefins to the corresponding unsaturated esters has been developed. Differently substituted styrenes were selectively converted to cinnamate derivatives, via CH bond functionalization. Various palladium sources, including heterogeneous ones, in combination with CuI exhibited a high catalytic efficiency using oxygen as the most cheap oxidant. Monocarbonylated products were obtained in good yields and high chemoselectivity working with a low CO pressure (2 atm) and an excess of air (35 atm) avoiding in this way explosion risks. Commercial cinnamate derivatives were prepared in good to excellent yields by this very simple one-pot procedure.



中文翻译:

高效Pd / CuI催化α-烯烃氧化成烷氧基羰基化成不饱和酯

已经开发出一种新的方案,用于将α-烯烃烷氧基羰基化为相应的不饱和酯。通过C H键官能化,将不同取代的苯乙烯选择性地转化为肉桂酸酯衍生物。使用氧作为最便宜的氧化剂,各种钯源(包括非均相的钯源)与CuI组合均表现出很高的催化效率。在低CO压力(2 atm)和过量空气(35 atm)的情况下,以高收率和高化学选择性获得了单羰基化产品,从而避免了爆炸的危险。通过这种非常简单的一锅法,可以很好地制备优良的商品肉桂酸酯衍生物。

更新日期:2016-07-06
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