The development of general and efficient strategies for the construction of allenes is important due to their wide applications. Although few protocols have been developed via the 1,4-difunctionalization of 1,3-enynes under thermal or photoredox conditions, the mild and robust methodology for dicarbofunctionalization and hydroalkylation remains unexplored. In the present study, we report an electrochemical multicomponent protocol for the chemo- and regioselective difunctionalization of 1,3-enynes. In particular, 1,4-arylalkylation and unsymmetrical dialkylation have been realized via electro- and nickel dual catalysis using graphite/nickel foam and zinc/nickel foam as electrodes, respectively. The use of a Zn/reticulated vitreous carbon electrode led to efficient 1,4-hydro(deutero)alkylation in the absence of a metal catalyst. A wide range of structurally diverse tri- and tetra-substituted allenes were easily prepared with good efficiency and excellent regioselectivity under mild reaction conditions. Notably, a series of natural product- and drug-derived substrates could undergo late-stage functionalization to generate the corresponding complex allenes.

由于其广泛的应用，开发用于构建丙二烯的通用且有效的策略非常重要。尽管在热或光氧化还原条件下通过 1,3-烯炔的 1,4-双官能化开发出的方案很少，但二碳官能化和加氢烷基化的温和且稳健的方法仍未得到探索。在本研究中，我们报告了一种用于 1,3-烯炔化学和区域选择性双官能化的电化学多组分方案。特别是，分别使用石墨/泡沫镍和锌/泡沫镍作为电极，通过电和镍双催化实现了1,4-芳基烷基化和不对称二烷基化。使用 Zn/网状玻璃碳电极在没有金属催化剂的情况下实现了有效的 1,4-氢（氘）烷基化。在温和的反应条件下，可以轻松制备出多种结构多样的三取代和四取代丙二烯，并且具有良好的效率和优异的区域选择性。值得注意的是，一系列天然产物和药物衍生的底物可以进行后期功能化，生成相应的复杂联烯。