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Synthesis of 10‐Aryl‐ and 10‐(Arylmethyl)acridin‐9(10H)‐ones via the Reaction of (2‐Fluorophenyl)(2‐halophenyl)methanones with Benzenamines and Arylmethanamines
Authors:Kazuhiro Kobayashi  Kazuhiro Nakagawa  Shohei Yuba  Toshihide Komatsu
Institution:Division of Applied Chemistry, Department of Chemistry and Biotechnology, Graduate School of Engineering, Tottori University, 4?–?101 Koyama‐minami, Tottori 680?–?8552, Japan, (phone/fax: +81‐857‐315263)
Abstract:The reaction of 1‐fluoro‐2‐lithiobenzenes, generated from 1‐bromo‐2‐fluorobenzenes 1 and BuLi, with 2‐halobenzaldehydes and subsequent oxidation of the resulting alcohols 2 afforded (2‐fluorophenyl)(2‐halophenyl)methanones 3 , which, on treatment with benzenamines or arylmethanamines, followed by NaH, gave rise efficiently to 10‐aryl‐ or 10‐(arylmethyl)acridin‐9(10H)‐ones ( 5 or 7 ), respectively.
Keywords:Acridin‐9(10H)‐ones  Benzenes  1‐fluoro‐2‐lithio‐  Methanones  (2‐fluorophenyl)(2‐halophenyl)‐  Benzenamines  Methanamines  aryl‐
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