Synthesis of (Diphenylphosphinoyl)methyl
Vinyl Sulfides, Symmetric and Asymmetric Divinyl Sulfides from Bis[(diphenylphosphinoyl)methyl] Sulfide

Claudio C. Silveira; Francieli Rinaldi; Mariana M. Bassaco; Rafael C. Guadagnin; Teodoro S. Kaufman

doi:10.1055/s-0030-1259969

PAPER

Synthesis of (Diphenylphosphinoyl)methyl Vinyl Sulfides, Symmetric and Asymmetric Divinyl Sulfides from Bis[(diphenylphosphinoyl)methyl] Sulfide

Claudio C. Silveira*^a, Francieli Rinaldi^a, Mariana M. Bassaco^a, Rafael C. Guadagnin^b, Teodoro S. Kaufman^c
^a Departamento de Química, Universidade Federal de Santa Maria, 97105.900, Santa Maria, RS, Brazil
Fax: +55(55)32208754; e-Mail: silveira@quimica.ufsm.br;
^b Departamento de Ciências Exatas e da Terra, Universidade Federal de São Paulo, 09971.270, Diadema, SP, Brazil
^c Instituto de Química Rosario (IQUIR, CONICET-UNR), Suipacha 531, S2002 LRK Rosario, Argentina

Abstract

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Abstract

Convenient Horner-Wittig-based synthetic approaches to the preparation of (diphenylphosphinoyl)methyl vinyl sulfides as well as symmetrically and unsymmetrically substituted divinyl sulfides, are described. The syntheses involve the use of the easily available bis[(diphenylphosphinoyl)methyl] sulfide as a common starting material and sodium hydride as base, in tetrahydrofuran.

Key words

sulfur - Wittig reaction - alkenation - ketones - aldehydes

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