Artigo Acesso aberto Revisado por pares

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

ISSN

1873-3581

Autores

Bret Tréguier, Abdallah Hamzé, Olivier Provot, Jean‐Daniel Brion, Mouâd Alami,

Tópico(s)

Synthetic Organic Chemistry Methods

Resumo

A 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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