Oxidations carbonyl compounds

Alcohols from Carbonyl Compounds. Oxidation-Reduction and Organometallic Compounds... 

While a large number of studies have been reported for conjugate addition and Sn2 alkylation reactions, the mechanisms of many important organocopper-promoted reactions have not been discussed. These include substitution on sp carbons, acylation with acyl halides [168], additions to carbonyl compounds, oxidative couplings [169], nucleophilic opening of electrophilic cyclopropanes [170], and the Kocienski reaction [171]. The chemistry of organocopper(II) species has rarely been studied experimentally [172-174], nor theoretically, save for some trapping experiments on the reaction of alkyl radicals with Cu(I) species in aqueous solution [175]. 

Name of reaction Starting materials Catalyst Intermediate carbonyl compound Oxidizing agent... 

Detailed discussion of the preparation of a variety of alkyl- and arylpyrazines by primary syntheses, principally from aliphatic components, appears in Chapter II. These include, for example, the preparation of 2,5-disubstituted and 2,3,5,6-tetrasubstituted alkyl- and arylpyrazines from a-amino carbonyl compounds, which may be produced by many methods such as reduction of a-hydroxyimino carbonyl compounds, aminolysis of a-halogeno carbonyl compounds, oxidation of a-amino... 

Oxidation of carbonyl compounds. Oxidation of aldehydes to acids with Oxone ... 

Trichloromelamine (TCM), because of the simple procedure, mild conditions, high selectivity, and low cost, is a useful reagent for the selective oxidation of alcohols to the corresponding carbonyl compounds. Oxidation of diols to lactones with two equivalents of TCM in dichloromethane is also reported. Lactones of five- and six-membered rings only were obtained in 87% and 95% yield respectively four- and seven-membered ring lactonization did not occur (Scheme 80) <93JOC5003>. 

Dehydrogenation of Carbonyl Compounds. Oxidation of thioflavanones gave thioflavones in excellent yield whereas dehydrogenation with o-chloranil under like conditions failed (eq 27). Inductive effects play an important role in such dehydrogenations. For example, the sulfone analog resisted dehydrogenation whereas the sulfoxide derivative gave the thioaurone product in low yield. 

CHAPTER 12 ALCOHOLS FROM CARBONYL COMPOUNDS Oxidation-Reduction and Organometaiiic Compounds... 

CHAPTER 12 ALCOHOLS FROM CARBONYL COMPOUNDS Oxidation-Reduction and Organometaiiic Compounds 12.20 Predict the major organic product from each of the following reactions. 

ALCOHOLS FROM CARBONYL COMPOUNDS OXIDATION-REDUCTION AND ORGANOMETALLIC COMPOUNDS... 

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