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A general and efficient method for the palladium-catalyzed cross-coupling of thiols and secondary phosphines

Miki Murata and Stephen L. Buchwald*

*Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Ave. Bldg 18-305, Cambridge, MA 02139, USA, Email: sbuchwalmit.edu

M. Murata, S. L. Buchwald, Tetrahedron, 2004, 60, 7397-7403.

DOI: 10.1016/j.tet.2004.05.044


Abstract

A versatile and efficient Pd(OAc)2/1,1'-bis(diisopropylphosphino)ferrocene-catalyzed cross-coupling of thiols with aryl halides was developed. Aryl bromides and chlorides can be coupled to aliphatic and aromatic thiols - the widest substrate scope of any reported to date. This catalyst system also enables the coupling of secondary phosphines with aryl halides.

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Key Words

Palladium catalysis, Thiol cross-coupling, Phosphine cross-coupling


ID: J72-Y2004-690