New opportunities with the Duff reaction.
The Duff reaction (HMTA, AcOH or TFA) was studied on substituted [6 + 5] heterocyclic compounds. This reaction provides a useful route to aldehydes for compounds bearing sensitive amide functions. It gives also access to tricyclic lactams of potential biological interest. The formation of an aminomethyl intermediate in the Duff reaction mechanism is unequivocally demonstrated.
Masurier
Nicolas
N
E.A.4231, Faculté de Pharmacie, 28 place Henri Dunant, B.P. 38, 63001 Clermont-Ferrand Cedex 1, France.
Moreau
Emmanuel
E
Lartigue
Claire
C
Gaumet
Vincent
V
Chezal
Jean-Michel
JM
Heitz
Annie
A
Teulade
Jean-Claude
JC
Chavignon
Olivier
O
D006571:Heterocyclic Compounds / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
D006571:Heterocyclic Compounds