KI-catalyzed imidation of sp3 C–H bond adjacent to amide nitrogen atom

Zhi-Qi Lao; Wen-He Zhong; Qing-Hua Lou; Zhong-Jun Li; Xiang-Bao Meng

doi:10.1039/C2OB26430G

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KI-catalyzed imidation of sp³ C–H bond adjacent to amidenitrogen atom†

Zhi-Qi Lao,^a Wen-He Zhong,^a Qing-Hua Lou,^a Zhong-Jun Li*^a and Xiang-Bao Meng*^a

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* Corresponding authors

^a State Key Laboratory of Natural and Biomimetic Drugs, Department of Chemical Biology, School of Pharmaceutical Sciences, Peking University Health Science Center, Beijing 100191, PR China
E-mail: xbmeng@bjmu.edu.cn, zjli@bjmu.edu.cn
Fax: +86 10 82805496
Tel: +86 10 82801714

Abstract

We have developed a new KI-catalyzed method for the imidation of an sp³ C–H bond adjacent to an amide nitrogen atom by using TBHP (tert-butyl hydroperoxide, 70% aqueous solution) as the oxidant. This novel procedure tolerated air and moisture and provided a series of novel products in moderate to excellent yields under mild conditions.

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Article information

DOI: https://doi.org/10.1039/C2OB26430G
Article type: Communication
Submitted: 21 Jul 2012
Accepted: 24 Aug 2012
First published: 28 Aug 2012

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Org. Biomol. Chem., 2012,10, 7869-7871

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KI-catalyzed imidation of sp³ C–H bond adjacent to amide nitrogen atom

Z. Lao, W. Zhong, Q. Lou, Z. Li and X. Meng, Org. Biomol. Chem., 2012, 10, 7869 DOI: 10.1039/C2OB26430G

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Organic & Biomolecular Chemistry