Synthesis 2017; 49(09): 2045-2056
DOI: 10.1055/s-0036-1589479
paper
© Georg Thieme Verlag Stuttgart · New York

Copper Triflate Mediated α-Monohalogenation of α-Diazo β-Ketosulfones with Ammonium Halides

Authors

  • Chieh-Kai Chan

    a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 80708, Taiwan, ROC   eMail: mychang@kmu.edu.tw
  • Heui-Sin Wang

    a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 80708, Taiwan, ROC   eMail: mychang@kmu.edu.tw
  • Ru-Ting Hsu*

    b   Department of Medical Imaging and Radiology, Shu-Zen Junior College of Medicine and Management, Kaohsiung, 82144, Taiwan, ROC   eMail: ruting@ms.szmc.edu.tw
  • Meng-Yang Chang*

    a   Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, Kaohsiung 80708, Taiwan, ROC   eMail: mychang@kmu.edu.tw
Weitere Informationen

Publikationsverlauf

Received: 30. November 2016

Accepted after revision: 28. Dezember 2016

Publikationsdatum:
24. Januar 2017 (online)


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Abstract

Copper triflate mediated α-monohalogenation of α-diazo β-ketosulfones with ammonium halides provides the corresponding α-halo β-ketosulfones. Different metal triflates are investigated for this facile and efficient transformation. A plausible mechanism is proposed.

Supporting Information