University of Oklahoma, Stephenson Life Sciences Research Center

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A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones

Luca Scapinello¹, Angelo Maspero¹, Stefano Tollari¹, Giovanni Palmisano¹, Kenneth M Nicholas², Andrea Penoni¹

¹Dipartimento di Scienza e Alta Tecnologia, Università degli Studi dell'Insubria, ²Department of Chemistry and Biochemistry, University of Oklahoma, Stephenson Life Sciences Research Center

3-Aroyl-N-hydroxy-5-nitroindoles were synthesized by cycloaddition of 4-nitronitrosobenzene with a conjugated terminal alkynone in a one-step thermal procedure. Preparation of the nitrosoarene and of the alkynones were adequately reported and respectively through oxidation procedures on the corresponding aniline and on the alkynol.