1219609-18-3Relevant articles and documents
Synthesis of 5-Amino-1,10b-dihydro-2 H-chromeno[3,4-c ]pyridine-2,4(3 H)-diones from coumarins and cyanoacetamides under basic conditions
Rosati, Ornelio,Curini, Massimo,Marcotullio, Maria Carla,Oball-Mond, Gildas,Pelucchini, Caroline,Procopio, Antonio
experimental part, p. 239 - 248 (2010/03/26)
The reaction of various coumarins with cyanoacetamide derivatives under basic conditions (sodium ethoxide, piperidine or 2,2,6,6-tetramethylpiperidine), proceeds via an interesting process which involves skeletal rearrangement of the coumarin, a Michael addition and two cyclizations to afford 5-amino-1,10b-dihydro-2H-chromeno[3,4-c]pyridine-2,4(3H)-diones. The same reaction in the presence of N,N¢-ethane-1,2-diylbis(2-cyanoacetamide) gives the corresponding mono and bis 5-amino-1,10b-dihydro-2H-chromeno[3,4-c] pyridine-2,4(3H)-diones. Georg Thieme Verlag Stuttgart.