Stereodivergent trifluoromethylation of N-sulfinylimines by fluoroform with either organic-superbase or organometallic-base

Nagender Punna; Takuya Saito; Mikhail Kosobokov; Etsuko Tokunaga; Yuji Sumii; Norio Shibata

doi:10.1039/C8CC01526K

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Stereodivergent trifluoromethylation of N-sulfinylimines by fluoroform with either organic-superbase or organometallic-base†

Nagender Punna,^a Takuya Saito,^a Mikhail Kosobokov,^a Etsuko Tokunaga,

^a Yuji Sumii

^a and Norio Shibata

*^ab

Author affiliations

* Corresponding authors

^a Department of Nanopharmaceutical Sciences, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-5888, Japan
E-mail: nozshiba@nitech.ac.jp

^b Institute of Advanced Fluorine-Containing Materials, Zhejiang Normal University, 688 Yingbin Avenue, 321004 Jinhua, China

Abstract

Here we have successfully demonstrated the first stereodivergent direct nucleophilic trifluoromethylation of N-sulfinylimines using the potent greenhouse gas “HFC-23, fluoroform” with an organic-superbase or an organometallic-base in high yields and selectivity.

This article is part of the themed collection: Fluorine Chemistry

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Article information

DOI: https://doi.org/10.1039/C8CC01526K
Article type: Communication
Submitted: 26 Feb 2018
Accepted: 23 Mar 2018
First published: 23 Mar 2018

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Chem. Commun., 2018,54, 4294-4297

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Stereodivergent trifluoromethylation of N-sulfinylimines by fluoroform with either organic-superbase or organometallic-base

N. Punna, T. Saito, M. Kosobokov, E. Tokunaga, Y. Sumii and N. Shibata, Chem. Commun., 2018, 54, 4294 DOI: 10.1039/C8CC01526K

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Chemical Communications

Stereodivergent trifluoromethylation of N-sulfinylimines by fluoroform with either organic-superbase or organometallic-base†

Abstract

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Stereodivergent trifluoromethylation of N-sulfinylimines by fluoroform with either organic-superbase or organometallic-base

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