181634-60-6Relevant articles and documents
Preparation of amino-substituted indenes and 1,4-dihydronaphthalenes using a one-pot multireaction approach: Total synthesis of oxybenzo[c]phenanthridine alkaloids
Calder, Ewen D. D.,McGonagle, Fiona I.,Harkiss, Alexander H.,McGonagle, Grant A.,Sutherland, Andrew
, p. 7633 - 7648 (2014/09/17)
Allylic trichloroacetimidates bearing a 2-vinyl or 2-allylaryl group have been designed as substrates for a one-pot, two-step multi-bond-forming process leading to the general preparation of aminoindenes and amino-substituted 1,4-dihydronaphthalenes. The synthetic utility of the privileged structures formed from this one-pot process was demonstrated with the total synthesis of four oxybenzo[c]phenanthridine alkaloids, oxychelerythrine, oxysanguinarine, oxynitidine, and oxyavicine. An intramolecular biaryl Heck coupling reaction, catalyzed using the Hermann-Beller palladacycle was used to effect the key step during the synthesis of the natural products.
A convenient synthesis of benzo[c]phenanthridine alkaloid, chelerythrine, by the palladium-assisted internal biaryl coupling reaction
Harayama, Takashi,Akiyama, Toshihiko,Kawano, Kazuko
, p. 1634 - 1636 (2007/10/03)
Total synthesis of chelerythrine, a benzo[c]phenanthridine alkaloid, was accomplished via the internal aryl-aryl coupling reaction of halo-amide (4) by the palladium-assisted cyclization reaction.
