| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5225709 | Tetrahedron | 2009 | 6 Pages |
2-(4-Chloro-5H-1,2,3-dithiazolylideneamino)benzonitrile 1a reacts with triphenylphosphine (4Â equiv) in the presence of water (2Â equiv) to afford anthranilonitrile 2a, 3-aminoindole-2-carbonitrile 3a and (2-cyanoindol-3-yl)iminotriphenylphosphorane 4a, together with triphenylphosphine sulfide and oxide. The use of polymer bound triphenylphosphine provides cleaner reaction mixtures. 2-(4-Chloro-5H-1,2,3-dithiazolylideneamino)-4,5-dimethoxybenzonitrile 1h does not give the corresponding indole on treatment with triphenylphosphine but gives 6,7-dimethoxyquinazoline-2-carbonitrile 5 (15%) and 2-cyano-4,5-dimethoxy cyanothioformanilide 6 (36%). A total of seven new 3-aminoindole-2-carbonitriles 3a-g are prepared and fully characterised.
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