School of Physical Science and Technology, ShanghaiTech University, 393 Middle Huaxia Road, Pudong, Shanghai, 201210, China.
Angew Chem Int Ed Engl. 2017 Jul 3;56(28):8196-8200. doi: 10.1002/anie.201702885. Epub 2017 Jun 9.
Allylation and benzylation of p-quinones was achieved through an unusual redox chain reaction. Mechanistic studies suggest that the existence of trace hydroquinone initiates a redox chain reaction that consists of a Lewis acid catalyzed Friedel-Crafts alkylation and a subsequent redox equilibrium that regenerates hydroquinone. The electrophiles could be various allylic and benzylic esters. The addition of Hantzsch ester as an initiator improves the efficiency of the reaction.
通过一种不寻常的氧化还原链反应实现了对对醌的烯丙基化和苄基化。机理研究表明，痕量对苯二酚的存在引发了一个氧化还原链反应，该反应由路易斯酸催化的傅-克烷基化和随后的氧化还原平衡组成，该平衡再生对苯二酚。亲电试剂可以是各种烯丙基和苄基酯。添加 Hantzsch 酯作为引发剂可以提高反应效率。
