Ambika Srivastava, R. M. Singh
Sep 1, 2005
Citations
2
Influential Citations
81
Citations
Quality indicators
Journal
ChemInform
Abstract
A simple and regioseleetive synthesis of 2-chloro-3-formylquinolines through Vilsmeier-Haack cyclisation of N-arylacetamides has been reported. The cyclisation is facilitated by N-arylacctamides bearing electron donating groups at m-position. However, yields of quinolines having electron donating groups are good in all cases. Further, the nucleophilie substitution reaction of the quinolines is also investigated. Similarly, the formyl group in the quinolines is subjected to further transformation into cyano (CAN-NH 3 ) and alkoxycarbonyl (NIS-K 2 CO 3 /alcohols) groups to afford corresponding 3-cyano and 3-alkoxycarbonylquinolincs, respectively.