14300-11-9Relevant articles and documents
Transition-Metal-Free Regioselective Alkylation of Quinoline N-Oxides via Oxidative Alkyl Migration and C?C Bond Cleavage of tert-/sec-Alcohols
Sen, Chiranjit,Ghosh, Subhash C.
, p. 905 - 910 (2018/01/11)
An unprecedented C2-alkylation of quinoline N-oxide derivatives via C?C bond activation of tert- and sec-alkyl alcohol is described using hypervalent iodine (III) reagent PhI(OAc)2 (PIDA). This regioselective alkylation using mild hypervalent iodine reagents is more practical, operationally simple and transition metal free. The reaction proceeds efficiently with a broad range of substrates including quinoline, isoquinoline, and pyridine N-oxides using a variety of tert-/sec- alcohols. From experimental outcome, we also propose a rationalized mechanism, mediated by PIDA. (Figure presented.).
Application of Baylis-Hillman methodology in a novel synthesis of quinoline derivatives
Familoni, Oluwole B.,Kaye, Perry T.,Klaas, Phindile J.
, p. 2563 - 2564 (2007/10/03)
Reaction of 2-nitrobenzaldehyde with vinyl carbonyl compounds in the presence of 1,4-diazabicyclo[2.2.2]octane affords Baylis-Hillman products, catalytic reduction of which results in direct cyclisation to quinoline derivatives.
