Issue 47, 2019

Visible-light-induced cascade sulfonylation/cyclization of N-propargylindoles with aryldiazonium tetrafluoroborates via the insertion of sulfur dioxide

Abstract

A simple and efficient visible-light-catalyzed cascade sulfonylation/cyclization of N-propargylindoles with K2S2O5 and aryldiazonium tetrafluoroborates for the construction of 2-sulfonyl-substituted 9H-pyrrolo[1,2-a]indoles is developed. In this transformation, K2S2O5 as a simple and inexpensive sulfur dioxide source provides sulfur dioxide for accessing sulfonyl radicals. This method features excellent functional group tolerance and offers a convenient route for assembling a new C–C bond and two new C–S bonds in one step.

Graphical abstract: Visible-light-induced cascade sulfonylation/cyclization of N-propargylindoles with aryldiazonium tetrafluoroborates via the insertion of sulfur dioxide

Supplementary files

Article information

Article type
Paper
Submitted
28 Sep 2019
Accepted
07 Nov 2019
First published
07 Nov 2019

Org. Biomol. Chem., 2019,17, 10020-10029

Visible-light-induced cascade sulfonylation/cyclization of N-propargylindoles with aryldiazonium tetrafluoroborates via the insertion of sulfur dioxide

Y. Liu, Q. Wang, Z. Chen, P. Chen, K. Tang, Q. Zhou and J. Xie, Org. Biomol. Chem., 2019, 17, 10020 DOI: 10.1039/C9OB02102G

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