Expeditious synthesis of 1,1-diarylethylenes related to isocombretastatin A-4 (isoCA-4) via palladium-catalyzed arylation of N-tosylhydrazones with aryl triflates
2009; Elsevier BV; Volume: 50; Issue: 47 Linguagem: Inglês
10.1016/j.tetlet.2009.09.046
ISSN1873-3581
AutoresBret Tréguier, Abdallah Hamzé, Olivier Provot, Jean‐Daniel Brion, Mouâd Alami,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoA quick and efficient entry to 1,1-diarylethylenes via the reaction of polyoxygenated aryl N-tosylhydrazones with aryl triflates is described. The reaction employs the catalytic system Pd(OAc)2/XPhos, tBuOLi as the base and dioxane as the solvent. A variety of substituents on both the coupling partners' hydrazones and triflates are tolerated. This procedure provides a complementary route to the existing methods for the access to 1,1-diarylethylenes of biological interest.
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