Addition reactions of molecules with conjugated or non-conjugated multiple unsaturated C–C bonds are very attractive yet challenging due to the versatile issues of chemo-, regio-, and stereo-selectivities. Especially for the readily available conjugated allenyne compounds, the reactivities have not been explored. The first example of copper-catalyzed 2,5-hydrofunctionalization and 2,5-difunctionalization of allenynes, which provides a facile access to versatile conjugated vinylic allenes with a C–B or C–Si bond, has been developed. This mild protocol has a broad substrate scope tolerating many synthetically useful functional groups. Due to the highly functionalized nature of the products, they have been demonstrated as platform molecules for the efficient syntheses of monocyclic products including poly-substituted benzenes, bicyclic compounds, and highly functionalized allene molecules.

中文翻译：

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铜催化丙炔的远程双官能化

由于化学选择性、区域选择性和立体选择性等多种问题，具有共轭或非共轭多个不饱和 C-C 键的分子的加成反应非常有吸引力，但也具有挑战性。特别是对于容易获得的共轭丙二炔化合物，其反应性尚未得到探索。铜催化的丙二烯 2,5-氢官能化和 2,5-二官能化的第一个例子已经开发出来，它提供了一种方便地获得具有 C-B 或 C-Si 键的多功能共轭乙烯基丙二烯的方法。这种温和的方案具有广泛的底物范围，可耐受许多合成上有用的官能团。由于产品的高度功能化性质，它们已被证明是有效合成单环产品（包括多取代苯、双环化合物和高度功能化丙二烯分子）的平台分子。