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A rhodium‐catalyzed route for oxidative coupling and cyclization of 2‐aminobenzyl alcohol with ketones leading to quinolines
Authors:Chan Sik Cho  Hyo Jin Seok  Sang Oral Shim
Abstract:2‐Aminobenzyl alcohol undergoes oxidative cyclization with aryl(alkyl), alkyl(alkyl) and cyclic ketones in dioxane at 80° in the presence of a catalytic amount of RhCl(PPh3)3 along with KOH to afford the corresponding quinolines in good yields. The catalytic pathway seems to be proceeded via a sequence involving initial oxidation of 2‐aminobenzyl alcohol to 2‐aminobenzaldehyde by a rhodium catalyst, cross aldol reaction between 2‐aminobenzaldehyde and ketones, and cyclodehydration.
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