Unexpected Product of Allyl Hydroxylation During Ozone Degradation of N-Tosylate 2-(Cyclohex-1-en-1-yl)-6-methylaniline

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Abstract

During the ozonolysis of N-[(2-cyclohex-1-en-1-yl)-6-methylphenyl]-4-methylbenzenesulfonamide followed by the reduction of oxidation products with dimethyl sulfide, the expected ketoaldehyde—4-methyl-N-[2-methyl-6-(6-oxohexanoyl)phenyl]benzenesulfonamide—is formed, along with an unexpected allyl hydroxylation product—N-[2-(6-hydroxycyclohex-1-en-1-yl)-6-methylphenyl]-4-methylbenzenesulfonamide.

About the authors

R. R. Safargalin

Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences

Ufa, Russia

R. R. Gataullin

Ufa Institute of Chemistry, Ufa Federal Research Center, Russian Academy of Sciences

Email: gataullin@anrb.ru
Ufa, Russia

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