Bromoarylcarbaldehydes and bromothienylcarbaldehydes undergo Suzuki cross coupling and Wittig reactions in a one pot procedure to give olefins with extended pi systems. Dihaloarenes can be transformed in a double Wittig – / double Suzuki cross coupling reaction to yield functionalised terphenyls.
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For a one-pot Wittig-olefination, Diels Alder reaction, see: ThiemannT., OhiraD., LiY. Q., SawadaT., MatakaS., RauchK., NoltemeyerM., and de MeijereA., J. Chem. Soc., Perkin Trans. 1, 2000, 2968.
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(a) ThiemannT., UmenoK., OhiraD., InohaeE., SawadaT., and MatakaS., New J. Chem., 1999, 23, 1067.
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7.
For the use of (Ph3P)2PdCl2 in Suzuki cross-coupling reactions in the synthesis of biaryls and bishetraryls, see: (a) SuzukiA., Cross-Coupling of Organoboron Compounds with Organic Halides In Metal Catalysed Cross-Coupling Reactions, DiederichF., StangP. J., (eds), VCH-Wiley, pp. 49.
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For the use of formylarylboronic acids as building block, also see: ThiemannT., WatanabeM., TanakaY., and MatakaS., New J. Chem., submitted.
10.
ThiemannT., WatanabeM., TanakaY., and MatakaS., New J. Chem., 2004, 28, 578.
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