5509-27-3Relevant academic research and scientific papers
Helquats as Promoters of the Povarov Reaction: Synthesis of 1,2,3,4-Tetrahydroquinoline Scaffolds Catalyzed by Helicene-Viologen Hybrids
?aman, David,?vec, Pavel,Amatov, Tynchtyk T.,Císa?ová, Ivana,Pohl, Radek,Pospí?il, Lubomír,Reyes-Gutiérrez, Paul E.,Teply, Filip
, (2020/05/18)
Helquats (HQs) are structurally linked to helicenes and viologens, and they represent an attractive field of research in chemistry and medicinal chemistry. In the present work they were used as catalysts for the synthesis of 1,2,3,4-tetrahydroquinolines in good yields by the Povarov reaction. The substrate scope and the capability of different helquats to promote Povarov reactions are demonstrated. Studies to elucidate mechanistic details revealed that helquats act as single-electron transfer oxidants through a cation-radical mechanism. The screening of the catalytic activity of HQs confirmed that an active HQ must have a LUMO energy below ?8.67 eV and the standard redox potential higher (less negative) than ?1.2 V vs. the ferrocene/ferrocenium redox couple.
N-(α-ALKOXYALKYL)AMINES. III. PECULIARITIES OF THE REACTION OF CARBAZOLE WITH ACETALS AND THE SYNTHESIS OF 9-(1-ALKOXYALKYL)CARBAZOLES
Filimonov, V. D.,Anfinogenov, V. A.,Sirotkina, E. E.,Rodionov, V.A.
, p. 2051 - 2055 (2007/10/02)
A convenient method in preparative respects for the synthesis of 9-(1-alkoxyalkyl)carbazoles substituted functionally in the alkyl group is the reaction of carbazole with the corresponding acetals under the influence of acidic catalysts.The behavior of carbazole in this reaction differs radically from that of other secondary amines.
