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Unified and practical access to ɤ-alkynylated carbonyl derivatives via streamlined assembly at room temperature
Communications Chemistry ( IF 5.9 ) Pub Date : 2019-10-17 , DOI: 10.1038/s42004-019-0219-z
Xu-Lu Lv , Wei Shu

The development of a unified and straightforward method for the synthesis of ɤ-alkynylated ketones, esters, and amides is an unmet challenge. Here we report a general and practical protocol to access ɤ-alkynylated esters, ketones, and amides with diverse substitution patterns enabled by dual-catalyzed spontaneous formation of Csp3sp3 and Csp3–sp bond from alkenes at room temperature. This directing-group-free strategy is operationally simple, and allows for the straightforward introduction of an alkynyl group onto ɤ-position of carbonyl group along with the streamlined skeleton assembly, providing a unified protocol to synthesize various ɤ-alkynylated esters, acids, amides, ketones, and aldehydes, from readily available starting materials with excellent functional group compatibility.



中文翻译:

通过在室温下流线型组装,统一,实用地获得α-炔基化羰基衍生物

统一和直接的方法来合成β-炔基化的酮,酯和酰胺是一项尚未解决的挑战。在这里,我们报告了一种通用且实用的方案,可在室温下通过烯烃双键自发形成C sp3sp3和C sp3 – sp键,从而获得具有多种取代方式的ɤ-炔基化酯,酮和酰胺。这种无导向基团的策略操作简单,允许将炔基直接引入羰基的ɤ位以及流线型骨架组装,从而提供了一个统一的协议来合成各种ɤ-炔基化的酯,酸,酰胺,酮和醛,是由易于获得的原料制成,具有出色的官能团相容性。

更新日期:2019-10-17
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