Ye Changqing, Li Yajun, Zhu Xiaotao, Hu Shengmin, Yuan Daqiang, Bao Hongli
Key Laboratory of Coal to Ethylene Glycol and Its Related Technology , State Key Laboratory of Structural Chemistry , Center for Excellence in Molecular Synthesis , Fujian Institute of Research on the Structure of Matter , 155 Yangqiao Road West , Fuzhou , Fujian 350002 , P. R. China.
University of Chinese Academy of Sciences , No. 19(A) Yuquan Road, Shijingshan District , Beijing 100049 , P. R. China . Email:
Chem Sci. 2019 Feb 19;10(12):3632-3636. doi: 10.1039/c8sc05689g. eCollection 2019 Mar 28.
Classical 1,4-dicarbofunctionalization of 1,3-enynes employs organometallic reagents as nucleophiles to initiate the reaction. We report a copper-catalyzed 1,4-alkylarylation of 1,3-enynes with alkyl diacyl peroxides as masked alkyl electrophiles and aryl boronic acids as nucleophiles, selectively affording structurally diversified tetrasubstituted allenes under mild conditions. Mechanistic studies suggest that an allenyl radical might be involved.
1,3-烯炔的经典1,4-双碳官能团化反应使用有机金属试剂作为亲核试剂来引发反应。我们报道了一种铜催化的1,3-烯炔与烷基二酰基过氧化物(作为掩蔽的烷基亲电试剂)和芳基硼酸(作为亲核试剂)的1,4-烷基芳基化反应,该反应在温和条件下选择性地提供结构多样的四取代丙二烯。机理研究表明可能涉及烯丙基自由基。