Trofimov Boris A, Volkov Pavel A, Khrapova Kseniya O, Telezhkin Anton A, Ivanova Nina I, Albanov Alexander I, Gusarova Nina K, Chupakhin Oleg N
A.E. Favorsky Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 Favorsky St., Irkutsk 664033, Russian Federation.
I.Ya. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22/20 S. Kovalevskoi/Akademicheskaya St., Ekaterinburg 620219, Russian Federation.
Chem Commun (Camb). 2018 Mar 29;54(27):3371-3374. doi: 10.1039/C8CC01155A.
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 SNHAr reaction acylacetylenes act as oxidants, being stereoselectively reduced to the corresponding olefins of the E-configuration.
在无金属温和条件下（70 - 75 °C，乙腈），吡啶能与仲膦硫属化物（氧化物、硫化物和硒化物）在酰基苯乙炔存在下发生位点选择性交叉偶联反应，以高达71%的产率得到4 - 硫属磷酰基吡啶。在这种新型的亲核芳香取代反应（SNHAr）中，酰基乙炔作为氧化剂，被立体选择性地还原为E - 构型的相应烯烃。
