500726-52-3Relevant academic research and scientific papers
Synthesis of polysubstituted N-H pyrroles from vinyl azides and 1,3-dicarbonyl compounds
Chiba, Shunsuke,Wang, Yi-Feng,Lapointe, Guillaume,Narasaka, Koichi
, p. 313 - 316 (2008/09/19)
(Chemical Equation Presented) Two synthetic methods for tetra- and trisubstituted N-H pyrroles are presented: (i) the thermal pyrrole formation by the reaction of vinyl azides with 1,3-dicarbonyl compounds via the 1,2-addition of 1,3-dicarbonyl compounds to 2H-azirine intermediates generated in situ from vinyl azides; (ii) the Cu(II)-catalyzed synthesis of pyrroles from α-ethoxycarbonyl vinyl azides and ethyl acetoacetate through the 1,4-addition reaction of the acetoacetate to the vinyl azides. By applying these two methods, regioisomeric pyrroles can be prepared selectively starting from the same vinyl azides.
