271784-23-7Relevant articles and documents
Synthesis of fused systems in the isoquinoline series: Oxazolo- and pyrrolo[3,2-c]isoquinolines
Briere, Jean-Francois,Dupas, Georges,Queguiner, Guy,Bourguignon, Jean
, p. 1371 - 1383 (2007/10/03)
In order to synthesize the pyrrolo[3,2-c]isoquinoline structure, three different routes starting from readily available isoquinolines were tried. The ring closure reaction of a malonic derivative of 4-amino-3- bromoisoquinoline led to an oxazolo[3,2-c]isoquinoline instead of the target molecule. This latter was obtained via Sonagashira coupling reaction followed by ring closure under basic conditions. A study of the lithiation of the N- sulfonated pyrrolo[3,2-c]isoquinoline was undertaken. After optimization of the lithiation conditions, various 2-substituted pyrrolo[3,2-c]isoquinolines were obtained and their oxidation reactions studied.