Issue 20, 2023

Electrochemical trifluoromethylation of 2-isocyanobiaryls using CF3SO2Na: synthesis of 6-(trifluoromethyl)phenanthridines

Abstract

An efficient trifluoromethylation of 2-isocyanobiaryls was developed through the constant current electrolysis, employing sodium trifluoromethanesulfinate (CF3SO2Na) as the trifluoromethyl source. The method enabled the syntheses of a series of 6-(trifluoromethyl)phenanthridine derivatives in moderate to high yields under metal- and oxidant-free conditions. A gram-scale synthesis highlights the synthetic versatility of the reported protocol.

Graphical abstract: Electrochemical trifluoromethylation of 2-isocyanobiaryls using CF3SO2Na: synthesis of 6-(trifluoromethyl)phenanthridines

Supplementary files

Article information

Article type
Paper
Submitted
15 Feb 2023
Accepted
02 Mar 2023
First published
04 Mar 2023

Org. Biomol. Chem., 2023,21, 4225-4236

Electrochemical trifluoromethylation of 2-isocyanobiaryls using CF3SO2Na: synthesis of 6-(trifluoromethyl)phenanthridines

K. La-ongthong, T. Chantarojsiri, D. Soorukram, P. Leowanawat, V. Reutrakul and C. Kuhakarn, Org. Biomol. Chem., 2023, 21, 4225 DOI: 10.1039/D3OB00239J

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