Pd-catalyzed reaction of sterically hindered hydrazones with aryl halides: synthesis of tetra-substituted olefins related to iso-combretastatin A4
E Brachet, A Hamze, JF Peyrat, JD Brion…
Index: Brachet, Etienne; Hamze, Abdallah; Peyrat, Jean-Francois; Brion, Jean-Daniel; Alami, Mouad Organic Letters, 2010 , vol. 12, # 18 p. 4042 - 4045
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Citation Number: 61
Abstract
PdCl2 (MeCN) 2 in combination with dppp proved to be a powerful and efficient catalyst for the coupling of sterically hindered N-arylsulfonylhydrazones with aryl halides, thus providing a flexible and convergent access to tetrasubstituted olefins related to iso-combretastatin A4 in good yields. This new protocol has been applied successfully to the formal synthesis of biphenylisopropylidene 4-pyridine CYP17 inhibitor, 12b, of biological interest.
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