Convenient synthesis of α-nitrooximes mediated by OXONE®

Napasawan Chumnanvej; Natthapol Samakkanad; Manat Pohmakotr; Vichai Reutrakul; Thaworn Jaipetch; Darunee Soorukram; Chutima Kuhakarn

doi:10.1039/C4RA11703D

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Convenient synthesis of α-nitrooximes mediated by OXONE^®†

Napasawan Chumnanvej,^a Natthapol Samakkanad,^a Manat Pohmakotr,^a Vichai Reutrakul,^a Thaworn Jaipetch,^b Darunee Soorukram^a and Chutima Kuhakarn*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry and Center of Excellence for Innovation in Chemistry (PERCH-CIC), Faculty of Science, Mahidol University, Rama VI Road, Bangkok 10400, Thailand

^b Mahidol University, Kanchanaburi Campus, Saiyok, Kanchanaburi 71150, Thailand

Abstract

A novel OXONE^® mediated direct difunctionalization of alkenes with NaNO₂ in aqueous acetonitrile for the synthesis of α-nitrooximes was developed. The α-nitrooximes were readily prepared in moderate to high yields at room temperature under mild reaction conditions. The present protocol offers an easy and environmentally benign approach to access various α-nitrooximes derived from styrene derivatives.

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Article information

DOI: https://doi.org/10.1039/C4RA11703D
Article type: Paper
Submitted: 03 Oct 2014
Accepted: 28 Oct 2014
First published: 28 Oct 2014

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RSC Adv., 2014,4, 59726-59732

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Convenient synthesis of α-nitrooximes mediated by OXONE^®

N. Chumnanvej, N. Samakkanad, M. Pohmakotr, V. Reutrakul, T. Jaipetch, D. Soorukram and C. Kuhakarn, RSC Adv., 2014, 4, 59726 DOI: 10.1039/C4RA11703D

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