Ruthenium-catalyzed cross-coupling of 7-Azabenzonorbornadienes with alkynes. an entry to 3a,9b-dihydrobenzo[g]indoles.
Electron-rich half-sandwich ruthenium complex CpRuI(PPh3)2, generated in situ, catalyzed the coupling reaction of 7-azabenzonorbornadienes with alkynes to form 3a,9b-dihydrobenzo[g]indoles. This transformation involves the cleavage of one C-N bond of the bicyclic alkene and formation of two (C-C and C-N) bonds at the acetylenic carbons. The scope and limitations of the reaction are addressed according to the substitution patterns of the alkyne and of the substituent at the nitrogen atom of the azabenzonorbornadiene.
Tenaglia
Alphonse
A
Laboratoire de Synthèse Asymétrique, UMR 6180 CNRS, Université d'Aix-Marseille P. Cézanne, Faculté des Sciences et Techniques de St. Jérôme, Case A62, Avenue Escadrille Normandie Niemen, 13397 Marseille Cedex 20, France. alphonse.tenaglia@univ-cezanne.fr
Marc
Sylvain
S
D000480:Alkynes / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D007211:Indoles / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D012428:Ruthenium / Q000737:chemistry*
D000480:Alkynes; D001896:Boron Compounds; D007211:Indoles; D012428:Ruthenium