Synthesis of Polysubstituted Alkenes by Heck Vinylation or Suzuki Cross??Coupling Reactions in the Presence of a Tetraphosphane− Palladium Catalyst

F Berthiol, H Doucet, M Santelli

Index: Berthiol, Florian; Doucet, Henri; Santelli, Maurice European Journal of Organic Chemistry, 2003 , # 6 p. 1091 - 1096

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Citation Number: 44

Abstract

Abstract Through the use of [PdCl (C 3 H 5)] 2/cis, cis, cis-1, 2, 3, 4-tetrakis [(diphenylphosphanyl) methyl] cyclopentane as a catalyst, a range of vinyl bromides undergo Suzuki cross-couplings with arylboronic acids in good yields. Furthermore, the catalyst can be used at low loadings, even for reactions of sterically hindered substrates. Mediated by this catalyst, stilbene and 1, 1-diphenylethylene undergo Heck reactions with ...

~67%

~97%

~77%

~83%

~85%

~77%

~85%

~55%

~84%

~78%

~93%

~89%

~60%

~86%

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[Fox,H.H. et al. J. Med. Chem., 1964 , vol. 7, p. 606 - 608]

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