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

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
› Author Affiliations
Further Information

Publication History

Received: 30 November 2016

Accepted after revision: 28 December 2016

Publication Date:
24 January 2017 (online)


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