Regioselective synthesis of substituted naphthalenes and phenanthrenes by FeCl3-promoted annulation of aryl and naphthyl acetaldehydes with alkynes
作者:Xiuli Bu、Longcheng Hong、Ruiting Liu、Jianquan Hong、Zhengxing Zhang、Xigeng Zhou
DOI:10.1016/j.tet.2012.07.007
日期:2012.9
acetaldehydes with alkynes has been established, which provides a new and versatile straightforward procedure for the regioselective synthesis of mono-, di-, and polysubstituted naphthalenes under mild conditions. Interestingly, the present catalytic system not only differentiates between internal and terminal alkynes but also shows unprecedented complete Me3SiOH elimination selectivity for silyl alkyne substrates
已经建立了FeCl 3促进的芳基乙醛与炔烃的环化反应,这为温和条件下单,双和多取代的萘的区域选择性合成提供了一种新的通用直接方法。有趣的是,本催化体系不仅在内部炔烃和末端炔烃之间进行区分,而且对甲硅烷基炔烃底物显示出前所未有的完全的Me 3 SiOH消除选择性。此外,还首次以高收率和极好的区域选择性实现了通过萘乙乙醛与内部炔烃的反应合成一系列取代的菲。