Beilstein J. Org. Chem.2013,9, 2470–2475, doi:10.3762/bjoc.9.286
Ju Hee Kim Su Jeong Choi In Howa Jeong Department of Chemistry & Medical Chemistry, Yonsei University, 1 Yonseidae-gil, Wonju, Gangwondo 220-710, Republic of Korea 10.3762/bjoc.9.286 Abstract The cross-coupling reactions of 2,2-difluoro-1-iodoethenyltosylate (2) with 2 equiv of boronic acids in
studied in the cross-coupling reaction with stable and less toxic nucleophilic metal reagents such as aryl- and alkenylboronic acids. Herein, we report a preparation of 2,2-difluoro-1-iodoethenyltosylate and its cross-coupling reactions with aryl- and alkenylboronic acids to give the corresponding 1,1
-difluoroalkenes.
Results and Discussion
Although the chemistry of the 2,2-difluoroethenylidene species as a building block has been well established in recent years, 2,2-difluoro-1-iodoethenyltosylate (2) was not previously prepared. However, we easily synthesized the starting material 2 from the reaction of
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Graphical Abstract
Scheme 1:
Preparation of 2,2-difluoro-1-iodoethenyl tosylate (2).