Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2005(10): 1589-1592
DOI: 10.1055/s-2005-865335
DOI: 10.1055/s-2005-865335
PAPER
© Georg Thieme Verlag Stuttgart · New York
Syntheses of 2-(Pentafluorophenyl)thiophene Derivatives via the Palladium-Catalyzed Suzuki Reaction
Further Information
Received
1 November 2004
Publication Date:
25 April 2005 (online)
Publication History
Publication Date:
25 April 2005 (online)

Abstract
Various bis(pentafluorophenyl)-substituted thiophene and selenophene derivatives are effectively synthesized by the palladium-catalyzed Suzuki reaction using pentafluorophenyl boronic acid.
Keywords
boron - palladium - catalyst - cross-coupling - fluorine
- 1
Korenaga T.Kadowaki K.Ema T.Sakai T. J. Org. Chem. 2004, 69: 7340 -
2a
Facchetti A.Yoon M.-H.Stern CL.Katz HE.Marks TJ. Angew. Chem. Int. Ed. 2003, 42: 3900 -
2b
Morimoto M.Kobatake S.Irie M. Cryst. Growth Des. 2003, 3: 847 -
2c
Che C.-M.Hou Y.-J.Chan MCW.Guo J.Liu Y.Wang Y. J. Mater. Chem. 2003, 13: 1362 -
2d
Ponzini F.Zagha R.Hardcastle K.Siegel JS. Angew. Chem. Int. Ed. 2000, 39: 2323 -
2e
Sakamoto Y.Suzuki T.Miura A.Fujikawa H.Tokito S.Taga Y. J. Am. Chem. Soc. 2000, 122: 1832 -
2f
Heidenhain SB.Sakamoto Y.Suzuki T.Miura A.Tokito S.Taga Y. J. Am. Chem. Soc. 2000, 122: 10240 - 3
Kamigata N.Yoshikawa M.Shimizu T. J. Fluorine Chem. 1998, 87: 91 - 4
Demir AS.Reis .Emrullahoglu E. Tetrahedron 2002, 58: 8055 - 5 Pentafluorophenylboronic acid can be purchased from Aldrich. The reagent is also readily prepared, see:
Frohn H.-J.Adonin NY.Bardin VV.Starichenko VF. Z. Anorg. Alleg. Chem. 2002, 628: 2827 - 6
Miyaura N.Suzuki A. Chem. Rev. 1995, 95: 2457 - 7
Havelková M.Hocek M.Èesnek M.Dvoøák D. Synthesis 1999, 1145 - 8
Chen J.Cammers-Goodwin A. Tetrahedron Lett. 2003, 44: 1503