Selectively fluorinated cyclohexane building blocks : derivatives of carbonylated all-cis-3-phenyl-1,2,4,5-tetrafluorocyclohexane

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.

Citation

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 . https://doi.org/10.3762/bjoc.11.287

Publication

Beilstein Journal of Organic Chemistry

Status

Peer reviewed

DOI

https://doi.org/10.3762/bjoc.11.287

ISSN

1860-5397

Type

Journal article

Rights

© 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.

Description

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.

Collections

University of St Andrews Research

URI

http://hdl.handle.net/10023/8614