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Microwave-assisted synthesis of hydroxyl-containing isoquinolines by metal-free radical cyclization of vinyl isocyanides with alcohols

Abstract

A convenient microwave-assisted protocol for the synthesis of hydroxyl-containing isoquinolines from the metal-free radical cyclization reaction of vinyl isonitriles with alcohols was developed with moderate to excellent yields. Vinyl isonitriles are coupled with alkyl radicals through direct catalytic functionalization of α sp3 C–H bond of alcohols. The methodology demonstrates broad substrate scope, excellent functional group tolerance, high atom economy and high efficiency, thus enabling the preparation of diverse potentially valuable hydroxyl-containing isoquinolines.

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Publication details

The article was received on 04 Sep 2017, accepted on 02 Nov 2017 and first published on 02 Nov 2017


Article type: Paper
DOI: 10.1039/C7OB02221B
Citation: Org. Biomol. Chem., 2017, Accepted Manuscript
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    Microwave-assisted synthesis of hydroxyl-containing isoquinolines by metal-free radical cyclization of vinyl isocyanides with alcohols

    D. Xue, H. Chen, Y. Xu, H. Yu, L. Yu, W. Li, Q. Xie and L. Shao, Org. Biomol. Chem., 2017, Accepted Manuscript , DOI: 10.1039/C7OB02221B

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