In situ generation of hydroperoxide by oxidation of benzhydrols to benzophenones using sodium hydride under oxygen atmosphere: use for the oxidative cleavage of cyclic 1,2-diketones to dicarboxylic acids

Kang, Sunhae; Lee, Soyoung; Jeon, Minju; Kim, Sun Min; Kim, Young Sug; Han, Hogyu; Yang, Jung Woon

doi:10.1016/j.tetlet.2012.10.127

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In situ generation of hydroperoxide by oxidation of benzhydrols to benzophenones using sodium hydride under oxygen atmosphere: use for the oxidative cleavage of cyclic 1,2-diketones to dicarboxylic acids

Kang, Sunhae;
Lee, Soyoung;
Jeon, Minju;
Kim, Sun Min;
Kim, Young Sug;
... Han, Hogyu;
외 1명

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14

초록

A facile oxidative cleavage of cyclic 1,2-diketones 1 to dicarboxylic acids 3 with hydroperoxide generated in situ has been developed. In situ generation of hydroperoxide was effected by the oxidation of 4,4'-dichlorobenzhydrol 2f to 4,4'-dichlorobenzophenone 41 using sodium hydride under oxygen atmosphere. (C) 2012 Elsevier Ltd. All rights reserved.

키워드

Oxidative cleavage; Cyclic 1,2-diketone; Dicarboxylic acid; Sodium hydride; Benzhydrol; MAIN-GROUP ELEMENTS; CIS-DIHYDROXYLATION; HYDROGEN-PEROXIDE; TRANSITION-METALS; FACILE SYNTHESIS; MULTIPLE BONDS; ALKENES; MECHANISM; ALDEHYDES; DERIVATIVES

제목: In situ generation of hydroperoxide by oxidation of benzhydrols to benzophenones using sodium hydride under oxygen atmosphere: use for the oxidative cleavage of cyclic 1,2-diketones to dicarboxylic acids

저자: Kang, Sunhae; Lee, Soyoung; Jeon, Minju; Kim, Sun Min; Kim, Young Sug; Han, Hogyu; Yang, Jung Woon

DOI: 10.1016/j.tetlet.2012.10.127

발행일: 2013-01-30

유형: Article

저널명: Tetrahedron Letters

권: 54

호: 5

페이지: 373 ~ 376