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Synlett 1998; 1998(3): 267-268
DOI: 10.1055/s-1998-1647
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Preparation of 1,3-Diketones by the Reaction of Bis(iodozincio)methene with Acyl Cyanides or Palladium-Catalyzed Reaction with Acyl Chlorides

Seijiro Matsubara* , Kazunari Kawamoto, Kiitiro Utimoto
  • *Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Yoshida, Sakyo, Kyoto 606-8501, Japan; Fax +81 (0) 75 7 53 48 63; E-mail: utimoto@orgrx2.kuic.kyoto-u.ac.jp
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Publication Date:
31 December 2000 (online)

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Bis(iodozincio)methane, prepared from lead-catalyzed reaction of zinc with diiodomethane, afforded 1,3-diketones either by the reaction with acyl cyanides or by palladium catalyzed reaction with acyl chlorides. Reaction with adipoyl dichloride gave cyclic enol ester by intramolecular reaction.

gem-dimetal - 1,3-diketone - organozinc - acylation - palladium