可见光诱导布朗斯特酸辅助的重氮化合物与N-甲苯磺酰腙的钯催化烷基Heck反应
Visible Light Induced Brønsted Acid Assisted Pd-Catalyzed Alkyl Heck Reaction of Diazo Compounds and N-Tosylhydrazones.
作者信息
Zhang Ziyan, Kvasovs Nikita, Dubrovina Anastasiia, Gevorgyan Vladimir
机构信息
Department of Chemistry and Biochemistry, University of Texas at Dallas, 800 West Campbell Rd, Richardson, TX, 75080, USA.
出版信息
Angew Chem Int Ed Engl. 2022 Jan 3;61(1):e202110924. doi: 10.1002/anie.202110924. Epub 2021 Nov 23.
Abstract
A mild visible light-induced palladium-catalyzed alkyl Heck reaction of diazo compounds and N-tosylhydrazones is reported. A broad range of vinyl arenes and heteroarenes with high functional group tolerance, as well as a range of different diazo compounds, can efficiently undergo this transformation. This method features Brønsted acid-assisted generation of hybrid palladium C(sp )-centered radical intermediate, which allowed for new selective C-H functionalization protocol.
摘要
报道了一种温和的可见光诱导的重氮化合物与N-对甲苯磺酰腙的钯催化烷基Heck反应。一系列具有高官能团耐受性的乙烯基芳烃和杂芳烃，以及一系列不同的重氮化合物，都能有效地进行这种转化。该方法的特点是通过布朗斯特酸辅助生成以钯为中心的C(sp)杂化自由基中间体，从而实现了一种新的选择性C-H官能化方案。
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