环氧乙烷的多米诺开环/环化反应合成功能化 2H-吡喃-5-羧酸酯。
Domino ring opening/cyclization of oxiranes for synthesis of functionalized 2H-pyran-5-carboxylate.
机构信息
Department of Chemistry, Shahr-e-Qods Branch, Islamic Azad University, Tehran, Iran.
Material and Nuclear Fuel Cyclic Research School, NSTRI, Tehran, Iran.
出版信息
Mol Divers. 2020 Aug;24(3):707-716. doi: 10.1007/s11030-019-09978-9. Epub 2019 Jul 30.
A simple method for the synthesis of functionalized 2H-pyrans via a catalytic reaction of an oxirane, an alkyne, and a malonate has been developed in which a 6-exo-dig cyclization pathway is observed. In this transformation, the attack of in situ generated copper acetylides on oxiranes formed homopropargylic alcohol intermediates which further transferred to 2H-pyrans with the help of malonates.
开发了一种通过环氧化物、炔烃和丙二酸酯的催化反应合成功能化 2H-吡喃的简单方法，其中观察到 6-endo-dig 环化途径。在这种转化中，原位生成的铜炔化物对环氧化物的攻击形成了偕丙醇中间体，这些中间体在丙二酸酯的帮助下进一步转化为 2H-吡喃。
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