A bench-stable N-trifluoroacetyl nitrene equivalent for a simple synthesis of 2-trifluoromethyl oxazoles

Yusuke Kobayashi; Sota Masakado; Takuya Murai; Shohei Hamada; Takumi Furuta; Yoshiji Takemoto

doi:10.1039/D1OB00947H

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A bench-stable N-trifluoroacetyl nitrene equivalent for a simple synthesis of 2-trifluoromethyl oxazoles†

Yusuke Kobayashi,

*^a Sota Masakado,^b Takuya Murai,^a Shohei Hamada,

^a Takumi Furuta

^a and Yoshiji Takemoto

*^b

Author affiliations

* Corresponding authors

^a Department of Pharmaceutical Chemistry, Kyoto Pharmaceutical University, Yamashina-ku, Kyoto 607-8414, Japan
E-mail: ykobayashi@mb.kyoto-phu.ac.jp

^b Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan
E-mail: takemoto@pharm.kyoto-u.ac.jp

Abstract

ortho-Nitro-substituted N-trifluoroacetyl imino-λ³-iodane is a bench-stable trifluoroacetyl nitrene precursor, in which intra- and intermolecular halogen bonding (XB) plays an important role. Potential synthetic applications of this novel precursor were explored.

This article is part of the themed collection: Halogen bonding in organic synthesis and catalysis

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Article information

DOI: https://doi.org/10.1039/D1OB00947H
Article type: Communication
Submitted: 14 May 2021
Accepted: 07 Jul 2021
First published: 07 Jul 2021

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Org. Biomol. Chem., 2021,19, 6628-6632

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A bench-stable N-trifluoroacetyl nitrene equivalent for a simple synthesis of 2-trifluoromethyl oxazoles

Y. Kobayashi, S. Masakado, T. Murai, S. Hamada, T. Furuta and Y. Takemoto, Org. Biomol. Chem., 2021, 19, 6628 DOI: 10.1039/D1OB00947H

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Organic & Biomolecular Chemistry

A bench-stable N-trifluoroacetyl nitrene equivalent for a simple synthesis of 2-trifluoromethyl oxazoles†

Abstract

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A bench-stable N-trifluoroacetyl nitrene equivalent for a simple synthesis of 2-trifluoromethyl oxazoles

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