RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000083.xml
Synlett 2009(1): 147-150
DOI: 10.1055/s-0028-1087374
DOI: 10.1055/s-0028-1087374
CLUSTER
© Georg Thieme Verlag
Stuttgart ˙ New York
A One-Pot, Single-Solvent Process for Tandem, Catalyzed C-H Borylation-Suzuki-Miyaura Cross-Coupling Sequences
Weitere Informationen
Received
12 September 2008
Publikationsdatum:
12. Dezember 2008 (online)
Publikationsverlauf
Publikationsdatum:
12. Dezember 2008 (online)

Abstract
Methyl tert-butyl ether is a suitable solvent for iridium-catalyzed C-H borylation followed, in the same pot, by palladium-catalyzed Suzuki-Miyaura cross-coupling sequences, giving high yields of biaryls.
Key words
biaryls - cross-coupling - homogeneous catalysis - boronate ester - tandem reactions
- 1
Boronic Acids: Preparation
and Applications in Organic Synthesis and Medicine
Hall DG. Wiley-VCH; Weinheim: 2005. - 2
Suzuki A.Miyaura N. Chem. Rev. 1995, 95: 2451 - 3
Chan DMT.Monaco KL.Li R.Bonne D.Clark CG.Lam PYS. Tetrahedron Lett. 2003, 44: 3863 -
4a
Sibi MP.Tatamidani H.Patil K. Org. Lett. 2005, 7: 2571 -
4b
Chen G.Tokunaga N.Hayashi T. Org. Lett. 2005, 7: 2885 - 5
Nguyen P.Blom HP.Westcott SA.Taylor NJ.Marder TB. J. Am. Chem. Soc. 1993, 115: 9329 -
6a
Ishiyama T.Takagi J.Ishida K.Miyaura N.Anastasi NR.Hartwig JF. J. Am. Chem. Soc. 2002, 124: 390 -
6b
Ishiyama T.Takagi J.Hartwig JF.Miyaura N. Angew. Chem. Int. Ed. 2002, 41: 3056 - 7
Cho J.-Y.Tse MK.Holmes D.Maleczka RE.Smith MR. Science 2002, 295: 305 - 8
Ishiyama T.Miyaura N. J. Organomet. Chem. 2003, 680: 3 - 9
Tamura H.Yamazaki H.Sato H.Sakaki S. J. Am. Chem. Soc. 2003, 125: 16114 - 10
Coventry DN.Batsanov AS.Goeta AE.Howard JAK.Marder TB.Perutz RN. Chem. Commun. 2005, 2172 - 11
Sheldon RA. Chem. Commun. 2008, 3352 -
12a
Maleczka RE.Shi F.Holmes D.Smith MR. J. Am. Chem. Soc. 2003, 125: 7792 -
12b
Shi F.Smith MR.Maleczka RE. Org. Lett. 2006, 8: 1411 - 13
Murphy JM.Liao X.Hartwig JF. J. Am. Chem. Soc. 2007, 129: 15434 - 14
Murphy JM.Tzschucke CC.Hartwig JF. Org. Lett. 2007, 9: 757 - 15
Tzschucke C.Murphy JM.Hartwig JF. Org. Lett. 2007, 9: 761 - 16
Holmes D.Chotana GA.Maleczka RE.Smith MR. Org. Lett. 2006, 8: 1407 - 17
Boebel TA.Hartwig JF. Tetrahedron 2008, 64: 6824 -
18a
Mkhalid IAI.Coventry DN.Albesa-Jove D.Batsanov AS.Howard JAK.Perutz RN.Marder TB. Angew. Chem. Int. Ed. 2006, 45: 489 -
18b
Paul S.Chotana GA.Holmes D.Reichle RC.Maleczka RE.Smith MR. J. Am. Chem. Soc. 2006, 128: 15552 -
18c
Ishiyama T.Nobuta Y.Hartwig JF.Miyaura N. Chem. Commun. 2003, 2924 -
18d
Kikuchi T.Nobuta Y.Umeda J.Yamamoto Y.Ishiyama T.Miyaura N. Tetrahedron 2008, 64: 4967 - 19
Blettner CG.König WA.Stenzel W.Schotten T. J. Org. Chem. 1999, 64: 3885