Synthesis of trifluoromethyl group bearing indoline-based heterocyclic systems and their application for the detection of cyanide

• Novel heterocyclic derivatives bearing trifluomethyl group were synthesised starting from 5-trifluoromethyl-3H-indole and 2-chloromethyl-4-nitrophenol.
• The potential application for the detection of cyanide was evaluated.
• Fluorinated cyanide chemosensors exhibited significantly shorter response time to compare with the nitro analogues.

New derivatives of 5a,6-dihydro-12H-indolo[2,1-b][1,3]benzoxazine and 1′,3,3′,4-tetrahydrospiro[chromene-2,2′-indole] that possess trifluoromethyl groups on the indoline part of the molecule were synthesised, and their potential application for the detection of cyanide was evaluated. It was demonstrated that the new fluorinated chemosensors exhibited significantly shorter response times to cyanide detection compared with corresponding analogues bearing nitro groups. Structures of the newly synthesised compounds were assigned using standard 1H, 13C, 15N and 19F NMR spectroscopy techniques.

Novel indoline derivatives bearing trifluomethyl group were synthesised and their application for the detection of cyanide was investigated.Figure optionsDownload as PowerPoint slide