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DOI: 10.1055/s-0030-1260054
Site-Selective Suzuki-Miyaura Reactions of 1,4- and 3,5-Bis(trifluoromethylsulfonyloxy)-2-naphthoates
Publikationsverlauf
Publikationsdatum:
19. Mai 2011 (online)
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Abstract
The Suzuki-Miyaura reaction of phenyl 1,4-bis(trifluoromethylsulfonyloxy)-2-naphthoate and ethyl 3,5-bis(trifluoromethylsulfonyloxy)-2-naphthoate afforded various 1,4- and 3,5-diaryl-2-naphthoates with very good site-selectivity, respectively. The first attack occurred at the sterically more hindered positions C-1 and C-3, respectively. The selectivity can be explained by the electronic influence of the ester group.
Key words
catalysis - palladium - Suzuki-Miyaura reaction - site-selectivity - naphthalene derivatives
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References
CCDC-818524 (4k) and CCDC-818525 (6h) contain all crystallographic details of this publication and are available free of charge at www.ccdc.cam.ac.uk/conts/retrieving.html or can be ordered from the following address: Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK; Fax: +44(1223)336033; or e-mail: deposit@ccdc.cam.ac.uk.