64456-61-7Relevant articles and documents
Catalytic α-Arylation of Imines Leading to N-Unprotected Indoles and Azaindoles
Marelli, Enrico,Corpet, Martin,Minenkov, Yury,Neyyappadath, Rifahath M.,Bismuto, Alessandro,Buccolini, Giulia,Curcio, Massimiliano,Cavallo, Luigi,Nolan, Steven P.
, p. 2930 - 2938 (2016)
A palladium N-heterocyclic carbene catalyzed methodology for the synthesis of substituted, N-unprotected indoles and azaindoles is reported. The protocol permits access to various, highly substituted members of these classes of compounds. Although two possible reaction pathways (deprotonative and Heck-like) can be proposed, control experiments, supported by computational studies, point toward a deprotonative mechanism being operative.
Aggregative activation and heterocyclic chemistry I complex bases promoted arynic cyclisation of imines or enaminoketones; regiochemical synthesis of indoles
Caubere, Catherine,Caubere, Paul,Ianelli, Sandra,Nardelli, Mario,Jamart-Gregoire, Brigitte
, p. 11903 - 11920 (2007/10/02)
The complex base NaNH2-t-BuONa allowed expeditious syntheses of indoles by arynic cyclisation of imines or enaminoketones prepared from halogeno anilines and carbonyl derivatives. Unstable imines may be used without purification, complex bases being unsensitive to impurities. It is showed that this kind of reaction may be applied to mixture of substrates suitably halogenated on the benzene ring. Formation of three components aggregates is proposed to explain a number of observations.
