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 sep 2017
Accepted
03 okt 2017
First published
11 okt 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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