A new entry to polycyclic indole derivatives via intramolecular imino Diels-Alder reaction: observation of unexpected reaction.
A new, efficient, and highly diastereoselective synthesis of polycyclic indole derivatives through intramolecular imino Diels-Alder reaction of aminoanthraquinone with N-prenylated indole-2-carboxaldehydes in the presence of 20 mol % of triphenylphosphonium perchlorate (TPPP) is reported with extremely high cis selectivity in good yield.
Gaddam
Vikram
V
School of Chemistry, University of Hyderabad, Central University (P.O.), Hyderabad 500046, India.
Nagarajan
Rajagopal
R
D002625:Chemistry, Organic / Q000379:methods*; D018360:Crystallography, X-Ray; D007097:Imines / Q000737:chemistry; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D012545:Schiff Bases; D013237:Stereoisomerism
D007097:Imines; D007211:Indoles; D011083:Polycyclic Compounds; D012545:Schiff Bases