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钯(II)催化重氮乙酸酯与芳基炔丙醇的形式[4+1]环加成反应以形成2,5-二氢呋喃。

Pd(II)-catalyzed formal [4+1] cycloaddition reactions of diazoacetates and aryl propargyl alcohols to form 2,5-dihydrofurans.

作者信息

Shi Taoda, Guo Xin, Teng Shenghan, Hu Wenhao

机构信息

Institute of Drug Discovery and Development, East China Normal University, Shanghai Engineering Research Centre for Molecular Therapeutics and New Drug Development, Shanghai, 200062, China.

出版信息

Chem Commun (Camb). 2015 Oct 21;51(82):15204-7. doi: 10.1039/c5cc05000f. Epub 2015 Sep 2.

Abstract

A Pd(II)-catalyzed formal [4+1] cycloaddition of aryl diazoacetates and aryl propargyl alcohols is reported to afford 2,5-dihydrofuran derivatives as the dominant product over other traditional ones. The auto-tandem catalytic process is proposed to occur via Pd(II)-catalyzed intermolecular oxonium ylide formation and subsequent intramolecular trapping of the ylide with Pd(II)-activated alkynes.

摘要

据报道,钯(II)催化芳基重氮乙酸酯与芳基炔丙醇的形式[4+1]环加成反应可提供2,5-二氢呋喃衍生物作为主要产物,优于其他传统产物。提出自动串联催化过程是通过钯(II)催化的分子间氧鎓叶立德形成,以及随后叶立德与钯(II)活化的炔烃进行分子内捕获而发生的。

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