Nitrogen-containing heterocycles possessing N-alkenyl substituents are an important structural motif. However, the synthetic methods reported thus far cannot selectively synthesize the Z stereoisomer on the basis of the stereochemistry of the substituted alkenes. Herein, we report the stereoconvergent coupling of heterocycles and alkenyl halides consisting of a mixture of E/Z stereoisomers, which selectively afforded the thermodynamically less stable Z-coupling product. Mechanistic studies suggest that a nickel photoredox catalyst facilitates the formation of N-centered heteroarene radicals.

中文翻译：

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镍-光氧化还原催化的卤代烯与含氮杂环的立体会聚偶联

具有N-烯基取代基的含氮杂环是重要的结构基序。然而，迄今为止报道的合成方法不能基于取代烯烃的立体化学选择性合成Z立体异构体。在此，我们报道了由E / Z立体异构体混合物组成的杂环和烯基卤化物的立体会聚偶联，选择性地提供了热力学不太稳定的Z偶联产物。机理研究表明，镍光氧化还原催化剂有利于N中心杂芳烃自由基的形成。