Competitive substitution and fragmentation reactions of cation radicals derived from adamantanes

Abstract
1-Alkyladamantanes undergo anodic oxidation in dry acetonitrile to give 3-alkyl-1-adamantyl acetamides and anodic fragmentation to give 1-adamantylacetamide; fragmentation is favoured by loss of a tertiary fragment but is not sensitive to temperature change.

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