Metal-free site selective cross-coupling of pyridines with secondary phosphine chalcogenides using acylacetylenes as oxidants†,Chemical Communications

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Metal-free site selective cross-coupling of pyridines with secondary phosphine chalcogenides using acylacetylenes as oxidants†
Chemical Communications ( IF 4.3 ) Pub Date : 2018-03-06 00:00:00 , DOI: 10.1039/c8cc01155a
Boris A. Trofimov _{1,

2,

3,

4} , Pavel A. Volkov _{1,

2,

3,

4} , Kseniya O. Khrapova _{1,

2,

3,

4} , Anton A. Telezhkin _{1,

2,

3,

4} , Nina I. Ivanova _{1,

2,

3,

4} , Alexander I. Albanov _{1,

2,

3,

4} , Nina K. Gusarova _{1,

2,

3,

4} , Oleg N. Chupakhin _{4,

5,

6,

7}

Affiliation

Pyridines undergo site selective cross-coupling with secondary phosphine chalcogenides (oxides, sulfides, and selenides) in the presence of acylphenylacetylenes under metal-free mild conditions (70–75 °C, MeCN) to afford 4-chalcogenophosphoryl pyridines in up to 71% yield. In this new type of S_N^HAr reaction acylacetylenes act as oxidants, being stereoselectively reduced to the corresponding olefins of the E-configuration.

中文翻译：

吡啶与仲膦硫属元素化物的无金属位点选择性交叉偶联，使用酰基乙炔作为氧化剂†

在无金属的温和条件下（70-75°C，MeCN），在酰基苯基乙炔的存在下，吡啶与仲膦硫属元素化物（氧化物，硫化物和硒化物）进行定点交叉偶联，从而获得高达71％的4-硫属元素磷酰基吡啶屈服。在这个新的S型的_Ñ^ħ氩反应acylacetylenes作为氧化剂，被立体选择性地还原成相应的烯烃ë -构型。

更新日期：2018-03-06

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