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Synthesis 1990; 1990(8): 675-677
DOI: 10.1055/s-1990-26977
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A Convenient Synthesis of 2,2-Dichloro-1-phenyl-1-alkanones and the Corresponding Imines

Norbert De Kimpe* , Wim Coppens, John Welch, Bart De Corte
  • *Laboratory of Organic Chemistry, Faculty of Agricultural Sciences, State University of Gent, Coupure Links 653, B-9000 Gent, Belgium
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Publication Date:
17 September 2002 (online)

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N-(2,2-Dichloro-1-phenylalkylidene)isopropylamines were synthesized by deprotonation of N-(2,2-dichloro-1-phenylethylidene)-isopropylamine by lithium diisopropylamide and reaction of the resulting 3,3-dichloro-1-azaallylic anion with alkyl bromides or iodides. Acidic hydrolysis provides an easy access to 2,2-dichloro-1-phenyl-1-alkanones.