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Lewis acid-mediated modular route to the synthesis of 3-substituted quinolines from 2-aminobenzyl alcohols and enamine(one)s
Ist Teil von
New journal of chemistry, 2024-04, Vol.48 (15), p.692-691
Ort / Verlag
Cambridge: Royal Society of Chemistry
Erscheinungsjahr
2024
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
A Lewis acid-mediated synthesis of 3-substituted quinolines from readily available 2-aminobenzyl alcohols and
N
,
N
′-dimethylenamine(one)s is reported. The Friedlander-type reaction described herein is modular and allows the installation of a variety of electron-withdrawing groups (COPh, CN, CO
2
Me, NO
2
, SO
2
Ph) at the 3-position of the quinoline nucleus to afford the final products in moderate to good yields. The reaction proceeds
via
transamination followed by the formation of a C-C bond by the involvement of a boron complex and aerobic oxidation to offer the product.
A Lewis acid-mediated modular synthesis of 3-substituted quinolines bearing electron-withdrawing groups from readily available 2-aminobenzyl alcohols and
N
,
N
′-dimethylenamine(one)s is described.