Silica gel mediated oxidative C-O coupling of β-dicarbonyl compounds with malonyl peroxides in solvent-free conditions

被引：16
|
作者：
Bityukov, Oleg V. [1 ,2 ]
Vil, Vera A. [1 ,2 ,3 ]
Merkulova, Valentina M. [1 ]
Nikishin, Gennady I. [1 ]
Terent'ev, Alexander O. [1 ,2 ,3 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky Prosp, Moscow 119991, Russia
[2] All Russian Res Inst Phytopathol, B Vyazyomy 143050, Moscow Region, Russia
[3] DI Mendeleev Univ Chem Technol Russia, Fac Chem & Pharmaceut Technol & Biomed Prod, 9 Miusskaya Sq, Moscow 125047, Russia
来源：
PURE AND APPLIED CHEMISTRY | 2018年 / 90卷 / 01期
基金：
俄罗斯基础研究基金会;
关键词：
catalysis; C-O coupling; dicarbonyl compounds; ICGC-6; peroxides; silica gel; ENANTIOSELECTIVE ALPHA-HYDROXYLATION; ENVIRONMENT-FRIENDLY SYNTHESIS; CYCLIC DIACYL PEROXIDES; PHTHALOYL PEROXIDE; 1,3-DICARBONYL COMPOUNDS; KETO-ESTERS; CARBONYL-COMPOUNDS; STEREOSELECTIVE-SYNTHESIS; RECYCLABLE CATALYST; SYN-DIHYDROXYLATION;
D O I：
10.1515/pac-2017-0312
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
For the first time silica gel was observed to activate peroxides in oxidative coupling reactions. Here we report silica gel mediated oxidative C-O coupling of beta-dicarbonyl compounds with cyclic diacyl peroxides affording alpha-acyloxy derivatives with 100 % atom efficiency. The highest yields of coupling products were achieved in solvent free conditions. C-O coupling products were prepared in yields up to 86 %.
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页码：7 / 20
页数：14
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