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Aqueous Sodium Hydroxide Promoted Cross-Coupling Reactions of Alkenyltrialkoxysilanes under Ligand-Free Conditions

Emilio Alacid and Carmen Nájera*

*Departamento de Química Orgánica, Facultad de Ciencias, and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante, Apdo. 99, 03080-Alicante, Spain, Email: cnajeraua.es

E. Alacid, C. Nájera, J. Org. Chem., 2008, 73, 2315-2322.

DOI: 10.1021/jo702570q (free Supporting Information)



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Abstract

Fluoride-free cross-coupling reactions of alkenyltrialkoxysilanes with aryl iodides and bromides, and chlorides are performed under ligand-free conditions with low Pd loadings on water using sodium hydroxide as activator and tetra-n-butylammonium bromide as additive at 120°C under conventional or microwave heating.

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Key Words

Styrenes, Hiyama Coupling, Microwave Synthesis


ID: J42-Y2008-0770