Transition-metal-free Intramolecular C–H amination of sulfamate esters and N-alkylsulfamides

Kensuke Kiyokawa; Shogo Nakamura; Keisuke Jou; Kohji Iwaida; Satoshi Minakata

doi:10.1039/C9CC06410A

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Transition-metal-free Intramolecular C–H amination of sulfamate esters and N-alkylsulfamides†

Kensuke Kiyokawa,

*^a Shogo Nakamura,^a Keisuke Jou,^a Kohji Iwaida^a and Satoshi Minakata

*^a

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* Corresponding authors

^a Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Yamadaoka 2-1, Suita, Osaka 565-0871, Japan
E-mail: kiyokawa@chem.eng.osaka-u.ac.jp, minakata@chem.eng.osaka-u.ac.jp

Abstract

The transition-metal-free intramolecular C–H amination of sulfamate esters using iodine oxidants, tert-butyl hypoiodite (t-BuOI) and N-iodosuccinimide (NIS) is reported. A method using NIS was also successfully applied to the oxidative cyclization of N-alkylsulfamides.

This article is part of the themed collection: Editor’s Choice: Main group reagents and catalysts in organic reactions

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Article information

DOI: https://doi.org/10.1039/C9CC06410A
Article type: Communication
Submitted: 19 août 2019
Accepted: 09 sept. 2019
First published: 09 sept. 2019

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Chem. Commun., 2019,55, 11782-11785

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Transition-metal-free Intramolecular C–H amination of sulfamate esters and N-alkylsulfamides

K. Kiyokawa, S. Nakamura, K. Jou, K. Iwaida and S. Minakata, Chem. Commun., 2019, 55, 11782 DOI: 10.1039/C9CC06410A

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Chemical Communications

Transition-metal-free Intramolecular C–H amination of sulfamate esters and N-alkylsulfamides†

Abstract

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Transition-metal-free Intramolecular C–H amination of sulfamate esters and N-alkylsulfamides

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