Selectively fluorinated cyclohexane building blocks : derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane
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Palladium catalysed carbonylation reactions using the meta- and para-iodo derivatives of all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane ( 4 ) are illustrated as the start point for a variety of functional group interconversions. The resultant benzaldehyde and benzoic acids offer novel building blocks for further derivatisation and facilitate the incorporation of the facially polarised all-cis-1,2,4,5-tetrafluorocyclohexane motif into more advanced molecular scaffolds.
Ayoup , M S , Cordes , D B , Slawin , A M Z & O'Hagan , D 2015 , ' Selectively fluorinated cyclohexane building blocks : derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane ' Beilstein Journal of Organic Chemistry , vol 11 , pp. 2671-2676 . DOI: 10.3762/bjoc.11.287
Beilstein Journal of Organic Chemistry
© 2015 Ayoup et al; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
MA thanks the Egyptian Government for a Scholarship under the Channel Scheme and we are grateful to the support of Professor L. Fathey of the University of Alexandria, Department of Chemistry, Egypt. DO'H thanks the Royal Society for a Wolfson Research Merit Award and we also thank the EPSRC Mass Spectrometry Service at Swansea University, UK for analyses.