1264498-77-2Relevant academic research and scientific papers
Synthesis of 1-substituted 1,2,3,4-tetrahydrobenz[g]isoquinoline-5,10- diones
Shinkevich, Ekaterina,Deblander, Jurgen,Matthijs, Sandra,Jacobs, Jan,De Kimpe, Norbert,Tehrani, Kourosch Abbaspour
, p. 538 - 548 (2011/03/17)
1,2-Disubstituted 1,2,3,4-tetrahydrobenz[g]isoquinoline-5,10-diones are prepared for the first time through an activated Pictet-Spengler reaction of the corresponding imines of 2-(1,4-dimethoxynaphth-2-yl)ethylamine in the presence of an acyl chloride and AlCl3 followed by an oxidation with silver(ii) oxide in nitric acid. Depending on the reaction conditions the N-trichloroacetyl protecting group could be cleaved off, converted to an N-methoxycarbonyl group or transformed to an N-(2-oxoacetamide) moiety. The synthesized 1,2-disubstituted 1,2,3,4-tetrahydrobenz[g]isoquinoline-5,10-diones constitute a new class of quinones, which has not been reported yet.
