56873-67-7Relevant articles and documents
Aminopyrimidines as electron-rich azadienes: Extension of the synthetic potential of hetero Diels-Alder reactions under acidic conditions
García,Melguizo,Cobo,Sánchez,Nogueras,López,Low
, p. 57 - 60 (2007/10/03)
By addition of a catalytic amount of a strong acid and selection of the appropriate solvent, the cycloaddition reactions of dimethyl acetylenedicarboxylate (DMAD) to 6-aminopyrimidine derivatives drastically changed their course leading to new products, pyrrolo[3,4-c]pyridines, which were different from those obtained in the absence of acid. This change was interpreted on the basis of acid interception of the non-isolable adducts formed by initial hetero Diels-Alder cycloaddition between the reactants.