Direct, two-step synthetic pathway to novel dibenzo[a,c]phenanthridines.
Novel dibenzo[a,c]phenanthridines are prepared regioselectively by the application of a straightforward synthetic pathway, starting from new 3,4-diaryl- and 3,4-dihydro-3,4-diarylisoquinolines prepared via Ritter-type heterocyclization and the more classical two-step reductive amination/Bischler-Napieralski cyclization of triarylethanones, respectively. A comparative study of nonphenolic oxidative coupling methodologies provides a highly efficient procedure, based on the hypervalent iodine reagent phenyliodine(III) bis(trifluoroacetate) (PIFA), to accomplish the final coupling step.
Churruca
Fátima
F
Kimika Organikoa II Saila, Zientzi eta Teknologia Fakultatea, Euskal Herriko Unibertsitatea, P.O. Box 644, 48080 Bilbao, Spain.
SanMartin
Raul
R
Carril
Mónica
M
Urtiaga
Miren Karmele
MK
Solans
Xavier
X
Tellitu
Imanol
I
Domínguez
Esther
E