Baeyer-Villiger oxidation of methyl 3-and 4-oxocyclohexanecarboxylates gave the expected hexanolides, whereas ethyl 2-oxocyclohexanecarboxylate(I) gave 5-ethoxyoxalylpentanoic acid by way of ethyl 1 -hydroxy-2-oxocyclohexanecarboxylate, formed by epoxidation of the enol form of (I).
A new synthesis for mono-, di-, and trisubstituted ureas involving the reaction of carbon monoxide and sulfur with amines has been reported recently.1It was of interest, therefore, to investigate the hitherto unreported reaction of dialkylamines with carbon monoxide and sulfur. It was found that di-n-butylamine and diisopropylamine reacted to yield their respective diaikylammonium dialkylthiolcarbamates in substantial yields.
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