Palladium(II)-catalysed total synthesis of naturally occurring pyrano[3,2-a]carbazole and pyrano[2,3-b]carbazole alkaloids.
Seven naturally occurring pyranocarbazole alkaloids (pyrayafoline A-E, O-methylmurrayamine A and O-methylmahanine) have been obtained by total synthesis using a palladium(II)-catalysed oxidative cyclisation of a diarylamine to an orthogonally diprotected 2,7-dihydroxycarbazole as key step.
Department Chemie, Technische Universität Dresden, Bergstrasse 66, 01069 Dresden, Germany. hans-joachim.knoelker@tu-dresden.de.
Ronny
R
Hesse
Anne
A
Jäger
Arndt W
AW
Schmidt
Hans-Joachim
HJ
Knölker
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002625:Chemistry, Organic / Q000379:methods*; D008968:Molecular Conformation; D010165:Palladium / Q000737:chemistry*; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry
D000470:Alkaloids; D002227:Carbazoles; D011714:Pyrans; C041514:carbazole; D010165:Palladium