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Regioselective Synthesis of 1,2‐ and 1,4‐Dihydroquinolines by Palladium‐Catalyzed Intramolecular N‐Arylation
Authors:Kyeong‐Yong Park  Jinyong Lee  Seong Jun Park  Jung‐Nyoung Heo  Hwan Jung Lim
Abstract:A series of 1,2‐ and 1,4‐dihydroquinolines has been successfully prepared. The Pd‐catalyzed intramolecular N‐arylation of Z‐enamines, formally prepared by the Horner–Wadsworth–Emmons olefination, proceeded efficiently to furnish the cyclized products. Depending on the cyclization conditions, substituted 1,4‐dihydroquinolines and further isomerized 1,2‐dihydroquinolines were independently obtained in high yields with an excellent control of isomerization of the double bond.
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Keywords:dihydroquinolines  Horner–  Wadsworth–  Emmons (HWE) reaction  N‐arylation  quinolones
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