Work

Electrochemical Dual Trifluoromethylation/Cyclization of 2‐Aryl‐N‐Acryloyl Indoles Enabling Assembly of Indole[2,1‐a]isoquinolines

Year: 2024
Type: article
Abstract: An electrochemical cascade radical cyclization of 2‐aryl‐N‐acryloyl indoles with sodium trifluoromethanesulfinate as a coupling partner has been explored, which afforded the unexpected bis‐trifluoromethylated indole[2,1‐a]isoquinolines as products. Experimental results and DFT calculations disclose that this reaction involves trifluoromethylation‐triggered cyclization and the second trifluoromethylation as the key steps. This strategy does not need any transition‐metal catalysts or oxidants with a readily available trifluoromethylating reagent enabling facile synthesis of bis‐trifluoromethylated indole‐fused tricycles.
Language: English
Open Access status: green
OpenAlex ID: W4404772532
FWCI: 1.896
Cites: 63
Cited by: 13
Related to: 10