Issue 3, 2018

A copper-catalyzed sulfonylative C–H bond functionalization from sulfur dioxide and aryldiazonium tetrafluoroborates

Abstract

Sulfonylative C–H bond functionalization through a copper-catalyzed three-component reaction of 8-aminoquinoline amides, DABCO·(SO2)2 and aryldiazonium tetrafluoroborates is developed. Excellent selectivity in the para-position is observed for this copper-catalyzed transformation. This reaction is triggered by a copper-chelated complex via the coordination of the copper catalyst with the substrate and arylsulfonyl radical generated in situ, thus providing 5-sulfonyl-8-aminoquinoline amides in moderate to good yields.

Graphical abstract: A copper-catalyzed sulfonylative C–H bond functionalization from sulfur dioxide and aryldiazonium tetrafluoroborates

Supplementary files

Article information

Article type
Research Article
Submitted
23 9 2017
Accepted
03 10 2017
First published
11 10 2017

Org. Chem. Front., 2018,5, 366-370

A copper-catalyzed sulfonylative C–H bond functionalization from sulfur dioxide and aryldiazonium tetrafluoroborates

H. Xia, Y. An, X. Zeng and J. Wu, Org. Chem. Front., 2018, 5, 366 DOI: 10.1039/C7QO00866J

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