Synlett 2014; 25(12): 1756-1758
DOI: 10.1055/s-0033-1341155
letter
© Georg Thieme Verlag Stuttgart · New York

An Improved Method for Difluorocyclopropanation of Alkenes

Duncan M. Gill
a   Department of Chemical Sciences, University of Huddersfield, Queensgate, Huddersfield, West Yorkshire, HD1 3DH, UK
,
Neil McLay
a   Department of Chemical Sciences, University of Huddersfield, Queensgate, Huddersfield, West Yorkshire, HD1 3DH, UK
,
Michael J. Waring
b   Oncology Innovative Medicines, AstraZeneca PLC, Mereside, Alderley Park, Macclesfield, Cheshire, SK10 4TF, UK   Email: j.b.sweeney@hud.ac.uk
,
Christopher T. Wilkinson
a   Department of Chemical Sciences, University of Huddersfield, Queensgate, Huddersfield, West Yorkshire, HD1 3DH, UK
,
Joseph B. Sweeney*
a   Department of Chemical Sciences, University of Huddersfield, Queensgate, Huddersfield, West Yorkshire, HD1 3DH, UK
› Author Affiliations
Further Information

Publication History

Received: 28 February 2014

Accepted: 14 March 2014

Publication Date:
26 June 2014 (online)


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Abstract

Difluorocyclopropanation of alkenes using fluorinated acetate salts using convential heating is often a slow, inefficient, and energy-intensive process. We report here a modified protocol which enables the rapid (<5 min) preparation of 1,1-difluorocyclopropanes, using microwave irradiation. The new procedure is not only considerably faster than previously reported methods, but it also employs easily removed, low boiling-point solvents and avoids the use of highly toxic or ozone-depleting substances.