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亚甲基环丙烷与二苯基二硒醚在加热时的开环反应;3-苯基硒基-2,5-二氢呋喃衍生物的形成

Ring-opening reactions of methylenecyclopropanes with diphenyl diselenide upon heating; formation of 3-phenylselenyl-2,5-dihydrofuran derivatives.

作者信息

Liu Le-Ping, Shi Min

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China.

出版信息

Chem Commun (Camb). 2004 Dec 21(24):2878-9. doi: 10.1039/b412823k. Epub 2004 Oct 25.

DOI:10.1039/b412823k
PMID:15599452
Abstract

The reactions of methylenecyclopropanes with diphenyl diselenide give ring-opened products in good yields at 150 [degree]C under nitrogen atmosphere for 3 h; the products can further undergo oxidative cyclization with hydrogen peroxide to furnish 3-phenylselenyl-2,5-dihydrofurans in moderate yields (three steps) at room temperature in CH(2)Cl(2) for 5 h; a plausible reaction mechanism has been proposed.

摘要

在氮气气氛下,亚甲基环丙烷与二苯基二硒醚在150℃反应3小时,可高产率得到开环产物;这些产物在室温下于二氯甲烷中用双氧水进一步进行氧化环化反应5小时,能以中等产率(三步反应)得到3-苯基硒基-2,5-二氢呋喃;并提出了一种合理的反应机理。

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引用本文的文献

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Oxidative radical ring-opening/cyclization of cyclopropane derivatives.环丙烷衍生物的氧化自由基开环/环化反应
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