131769-80-7Relevant academic research and scientific papers
High-yielding total synthesis of fagaronine chloride
Lynch, Michael A.,Duval, Olivier,Pochet, Pierre,Waigh, Roger D.
, p. 718 - 722 (2007/10/02)
A versatile method for the synthesis of the benzophenanthridine nucleus was developed and applied to the preparation of fagaronine chloride.This method provided an overall yield of 14percent, superior to other existing strategies, from a linear route c
A Very Short Route to Fully Aromatic 2,3,8,9- and 2,3,8,9,12-Oxygenated Benzophenanthridines
Olugbade, Tiwalade A.,Waigh, Roger D.,Mackay, Simon P.
, p. 2657 - 2660 (2007/10/02)
Cyclisation of suitably substituted 2-benzylamino-2-phenylacetonitriles proceeds by rearrangement in sulphuric acid or anhydrous hydrogen fluoride, to give 3-aryl-1,2-dihydroisoquinolinones possessing all but two carbons of the benzophenanthridine ring system.These two carbon atoms are introduced in high yield by means of a modified Reformatski reaction and the resulting ester is cyclised in sulphuric acid, with concomitant dehydration and oxidation, to give the fully aromatic four-ring system in only four steps.
