Synthesis 2015; 47(20): 3241-3245
DOI: 10.1055/s-0034-1378747
paper
© Georg Thieme Verlag Stuttgart · New York

A Convenient Synthesis of 2-Fluoro- and 2-Chloromalonic Esters Mediated by Hypervalent Iodine

Authors

  • Tsugio Kitamura*

    Department of Chemistry of Applied Chemistry, Graduate School of Science and Engineering, Saga University, Hojo-machi, Saga 840-8502, Japan   eMail: kitamura@cc.saga-u.ac.jp
  • Kensuke Muta

    Department of Chemistry of Applied Chemistry, Graduate School of Science and Engineering, Saga University, Hojo-machi, Saga 840-8502, Japan   eMail: kitamura@cc.saga-u.ac.jp
  • Juzo Oyamada

    Department of Chemistry of Applied Chemistry, Graduate School of Science and Engineering, Saga University, Hojo-machi, Saga 840-8502, Japan   eMail: kitamura@cc.saga-u.ac.jp
Weitere Informationen

Publikationsverlauf

Received: 26. Mai 2015

Accepted after revision: 29. Juni 2015

Publikationsdatum:
12. August 2015 (online)


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Abstract

Direct fluorination of malonic esters with a reagent system of iodosylbenzene and Et3N·5HF gave the corresponding 2-fluoromalonic esters in good to high yields. Direct chlorination using iodosylbenzene and hydrochloric acid also provided the 2-chloromalonates in high yields.

Supporting Information