A new one-pot three-component condensation reaction for the synthesis of 2,3,4,6-tetrasubstituted pyridines.
The one-pot three-component condensation of a beta-ketoester, ammonia and an alkynone in the presence of a Brønsted or Lewis acid or Amberlyst 15 ion exchange resin provided 2,3,6-trisubstituted or 2,3,4,6-tetrasubstituted pyridines directly in good yield and with total regiocontrol.
Bagley
Mark C
MC
Department of Chemistry, Cardiff University, PO Box 912, Cardiff, UK CF10 3TB. bagleymc@cf.ac.uk
Dale
James W
JW
Bower
Justin
J
D000480:Alkynes / Q000737:chemistry; D000641:Ammonia / Q000737:chemistry; D002626:Chemistry, Pharmaceutical; D004952:Esters / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D000480:Alkynes; D004952:Esters; D011725:Pyridines; D000641:Ammonia