Acetylene chemistry. Part 27. Palladium catalysed CC bond formation between quinoline and mono-substituted alkynes: Synthesis of 4-alkynyl-2-bromoquinolines†

Six new 4-alkynyl-2-bromoquinolines have been synthesised via palladium catalysed C-C bond formation between 2,4-dibromoquinoline and mono-substituted alkynes. Position of the alkyne substituent was confirmed to be at C-4 by an nOe experiment on some methoxy derivatives prepared by nucleophilic displacement of bromo substituent