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The Research On Oxidation Reaction Catalyzed By Bu4NI With TBHP As An Oxidant:Directα-Acetoxylation Of Ketones And Synthesisof Amides

Posted on:2014-01-11Degree:MasterType:Thesis
Country:ChinaCandidate:Z J LiuFull Text:PDF
GTID:2251330398471375Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
1. TBAI/TBHP Catalyzed for the Direct α-Acetoxylation of KetonesNon-metallic catalytic oxidation reaction from carbonyl compounds with carboxylic acids is concluded in this protocol. The combination of tetrabutylammonium iodide and tert-butyl hydroperoxide affords an efficient catalytic system for a variety of carbonyl compounds and carboxylic acids, giving the corresponding a-acyloxycarbonyl compounds. The system reported herein is different from those in that study by the following significant features:1) Operations of the reaction are simple and can be directly carried out in the air and it’s a metal-free catalytic system.2) The reaction conditions are mild, using tert-butyl hydro peroxide as oxidant, which is environmentally friendly.3) The substrate scope is quite wide, including most aromatic and some aliphatic carboxylic acid, most aromatic and some aliphatic ketones. And that some active metylene can also react with carboxylic acids.2. Cross Coupling of Acyl and Aminyl Radicals:Direct Synthesis of Amides Catalyzed by TBAI with TBHP as an OxidantA TBAI/tert-butyl hydroperoxide (TBHP)-catalyzed synthesis of amides through a cross-coupling reaction between acyl and aminyl radicals is described. This method involves the combination of aldehyde C-H bond functionalization and decarbonylation of N, N-disubstituted formamides. The cross-coupling is metal-free, has a wide substrate scope, operational simplicity, and gives high yields on scale-up.
Keywords/Search Tags:ketones, acetoxylation, α-carbonyl ester, aldehyde, Formamide, amide, cross coupling
PDF Full Text Request
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