Ruthenium-catalyzed cross-coupling of 7-Azabenzonorbornadienes with alkynes. an entry to 3a,9b-dihydrobenzo[g]indoles.

作者: Alphonse Tenaglia , Sylvain Marc

DOI: 10.1021/JO702248R

关键词: StereochemistryBicyclic moleculeAlkeneChemistrySubstituentRutheniumMedicinal chemistryCatalysisTriphenylphosphineAlkyneCoupling reaction

摘要: 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 cleavage one C−N bond bicyclic alkene and formation two (C−C C−N) bonds at acetylenic carbons. The scope limitations are addressed according substitution patterns alkyne substituent nitrogen atom azabenzonorbornadiene.

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