Categories: C-S Bond Formation >
Synthesis of sulfoxides
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Recent Literature
A palladium-catalyzed arylation of sulfenate anions generated from β-sulfinyl
esters takes place under basic biphasic conditions. This reaction provides a simple,
mild, and efficient route to aryl sulfoxides in good yields.
G. Maitro, S. Vogel, G. Prestat, D. Madec, G. Poli, Org. Lett., 2006,
8, 5951-5954.
The smooth generation of sulfenate
salts by fluoride-mediated cleavage of 2-(trimethylsilyl)ethyl sulfoxides and
subsequent reaction with alkyl
halides gives stable sulfoxides.
F. Foucoin, C. Caupène, F.-F. Lohier, J. S. de Oliveira Santos, S. Perrio, P.
Metzner, Synthesis, 2007,
1315-1324.
Several sulfoxides have been synthesized
in excellent enantiopurities and high yields using sulfinyl transfer
agents based on the cinchona alkaloids quinine and quinidine.
B. Z. Lu, F. Jin, Y. Zhang, X. Wu, S. A. Wald, C. H. Senanayake, Org. Lett., 2005, 7, 1465-1468.
A new synthetic approach to aryl and alkyl α,β-unsaturated sulfoxides is
reported. The described procedure allows the synthesis of sulfoxides in good
yields starting from readily available reagents, in a cost-effective
procedure.
G. Signore, S. Samaritani, C. Malanga, R. Menicagli, Synthesis, 2006, 762-764.
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