Bohlmann-Rahtz cyclodehydration of aminodienones to pyridines using N-iodosuccinimide.
Cyclodehydration of Bohlmann-Rahtz aminodienone intermediates using N-iodosuccinimide as a Lewis acid proceeds at low temperature under very mild conditions to give the corresponding 2,3,6-trisubstituted pyridines in high yield and with total regiocontrol.
Bagley
Mark C
MC
School of Chemistry, Main Building, Cardiff University, Park Place, Cardiff, CF10 3AT, UK. Bagleymc@cardiff.ac.uk
Glover
Christian
C
D000588:Amines; D007659:Ketones; D011725:Pyridines / Q000138:chemical synthesis*; D013388:Succinimides / Q000737:chemistry*; D013696:Temperature
D000588:Amines; D007659:Ketones; D011725:Pyridines; D013388:Succinimides; C008155:N-iodosuccinimide