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

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

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07:30 min

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January 21, 2020

DOI:

10.3791/60201-v

DOI:
10.3791/60201-v

•

07:30 min
January 21, 2020

•

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

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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.

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Scapinello, L., Maspero, A., Tollari, S., Palmisano, G., Nicholas, K. M., Penoni, A. A Direct, Regioselective and Atom-Economical Synthesis of 3-Aroyl-N-hydroxy-5-nitroindoles by Cycloaddition of 4-Nitronitrosobenzene with Alkynones. J. Vis. Exp. (155), e60201, doi:10.3791/60201 (2020).

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