105-21-5, Name is Gamma-heptalactone, belongs to Tetrahydrofurans compound, is a common compound. Recommanded Product: 105-21-5In an article, once mentioned the new application about 105-21-5.
Direct Oxidation of Alkanoic Acids and their Amides to gamma-Lactones by Peroxydisulphate-containing Systems
The reaction of one-electron oxidation of alkanoic acids (I) and their amides (VI) on treatment with Na2S2O8-containing systems has been studied.As a result of the direct one-pot reaction acids (I) and amides (VI) are converted into gamma and delta-lactones, the reaction being regioselective and leading mainly to gamma-lactones in up to 35percent yield.The regioselectivity of the oxidative lactonisation depends greatly on the nature of alkyl substituents.The results obtained are presented in terms of a mechanism suggesting the generation of acyloxyl and amidyl radicals from (I) and (VI), respectively, followed by a rearrangement via a 1,5- or 1,6-H shift into the corresponding 3- and 4-carboxy- or -carboxamido-alkyl ra The latter undergo oxidative cyclisation to produce gamma and delta lactones.The system Na2S2O8-NaCl-NaOH converts carboxamides (VI) into amines with loss of one carbon atom as a result of a Hoffmann type rearrangement.
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Reference£º
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem