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Nickel-Catalysed Cross-Electrophile Coupling of Benzyl Bromides and Sulfonium Salts towards the Synthesis of Dihydrostilbenes
Authors:Roberto del Río-Rodríguez  Laura Blanco  Dr. Alba Collado  Dr. Jose A. Fernández-Salas  Dr. José Alemán
Affiliation:1. Departamento de Química Orgánica (Módulo 1), Universidad Autónoma de Madrid, 28049 Madrid, Spain;2. Departamento de Química Inorgánica (Módulo 7), Universidad Autónoma de Madrid, 28049 Madrid, Spain
Abstract:A nickel-catalysed reductive cross-coupling reaction between benzyl sulfonium salts and benzyl bromides is reported. Simple, stable and readily available sulfonium salts have shown their ability as leaving groups in cross-electrophile coupling, allowing the formation of challenging sp3–sp3 carbon-carbon bonds, towards the synthesis of interesting dihydrostilbene derivatives. In addition, benzyl tosyl derivatives have been demonstrated to be suitable substrates for reductive cross-coupling by in-situ formation of the corresponding sulfonium salt.
Keywords:cross-coupling  electrophile coupling  nickel catalysis  sulfonium salts
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