Comprehensive SummaryLewis base catalyzed and Brønsted acid controlled chemodivergent electrophilic selenofunctionalizations of alkynes were developed for the first time. Various selenium‐containing tetrasubstituted alkenes were readily obtained in moderate to excellent yields with complete E/Z selectivities. As the substrates were 1‐ethynyl naphthol derivatives, linear selenium‐containing tetrasubstituted alkenes were produced via intermolecular oxygen nucleophilic attack in the absence of acid additive; in contrast, cyclic selenium‐containing tetrasubstituted alkenes were generated through intramolecular carbon nucleophilic capture with the addition of Brønsted acid.

中文翻译：

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路易斯碱催化炔烃的硒基官能化，具有酸控制的发散化学选择性†

综合总结首次开发了路易斯碱催化和布朗斯台德酸控制的炔烃化学发散亲电硒基官能化。各种含硒四取代烯烃很容易以中等至优异的产率获得，并且完全乙/Z选择性。以1-乙炔基萘酚衍生物为底物，在不存在酸添加剂的情况下，通过分子间氧亲核攻击生成直链含硒四取代烯烃；相比之下，环状含硒四取代烯烃是通过添加布朗斯台德酸通过分子内碳亲核捕获生成的。