Issue 14, 2023

Organophotoelectrochemical silylation cyclization for the synthesis of silylated 3-CF3-2-oxindoles

Abstract

An organophotoelectrochemical approach for silylation cyclization of CF3-substituted N-arylacrylamides with organosilanes has been developed. This photoelectrochemical method uses 9,10-phenanthrenequinone (PQ) as both a catalyst and a hydrogen atom transfer (HAT) reagent, and organosilanes as silyl radical precursors, obviating the need for oxidants or metal reagents. A series of silylated 3-CF3-2-oxindoles are prepared with satisfactory yields under simple and mild conditions.

Graphical abstract: Organophotoelectrochemical silylation cyclization for the synthesis of silylated 3-CF3-2-oxindoles

Supplementary files

Article information

Article type
Research Article
Submitted
16 May 2023
Accepted
07 Jun 2023
First published
08 Jun 2023

Org. Chem. Front., 2023,10, 3585-3590

Organophotoelectrochemical silylation cyclization for the synthesis of silylated 3-CF3-2-oxindoles

Q. Wan, C. Huang, Z. Hou, H. Jiang and L. Wang, Org. Chem. Front., 2023, 10, 3585 DOI: 10.1039/D3QO00728F

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