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Issue 34, 2017
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Iodine-catalyzed oxidative multiple C–H bond functionalization of isoquinolines with methylarenes: an efficient synthesis of isoquinoline-1,3,4(2H)-triones

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Abstract

An iodine-catalyzed multiple C–H bond functionalization of isoquinolines with methylarenes via a successive benzylic sp3 C–H iodination/N-benzylation/amidation/double sp2 C–H oxidation sequence is developed. This reaction utilizes un-functionalized isoquinolines and readily available methylarenes as starting materials, proceeds under metal-free conditions, and avoids a multi-step experimental operation, to make it an efficient and practical method for the synthesis of N-benzyl isoquinoline-1,3,4-triones.

Graphical abstract: Iodine-catalyzed oxidative multiple C–H bond functionalization of isoquinolines with methylarenes: an efficient synthesis of isoquinoline-1,3,4(2H)-triones

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Publication details

The article was received on 25 Jun 2017, accepted on 07 Aug 2017 and first published on 07 Aug 2017


Article type: Communication
DOI: 10.1039/C7OB01539A
Citation: Org. Biomol. Chem., 2017,15, 7112-7116
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    Iodine-catalyzed oxidative multiple C–H bond functionalization of isoquinolines with methylarenes: an efficient synthesis of isoquinoline-1,3,4(2H)-triones

    D. Zhu, W. Luo, L. Yang and D. Ma, Org. Biomol. Chem., 2017, 15, 7112
    DOI: 10.1039/C7OB01539A

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