This submission belongs to the session a. General Organic Synthesis of the event The 4th International Electronic Conference on Synthetic Organic Chemistry
Published date
11 Sep, 2000
Citation
M. Yus, T. Soler, D. J. Ramon, O. Prieto, P J. Martinez, A. Gutierrez, D. Guijarro, I. Gomez, F. Foubelo, J. V. Ferrandez, E. Alonso, Arene-Catalysed Reductive Cleavage of the Benzylic Carbon-Sulfur Bond: Generation of Benzylic Lithium Reagents., in Proceedings of The 4th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2000, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-4-01801
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Arene-Catalysed Reductive Cleavage of the Benzylic Carbon-Sulfur Bond: Generation of Benzylic Lithium Reagents.
E. Alonso 1
J. V. Ferrandez 1
F. Foubelo 1
I. Gomez 1
D. Guijarro 1
A. Gutierrez 1
P J. Martinez 1
O. Prieto 1
D. J. Ramon 1
T. Soler 1
M. Yus 1
1. Departamento de Quimica Organica, Universidad de Alicante, E-03080 Alicante, Spain
Abstract
The reductive cleavage of benzylic carbon-sulfur bonds via an arene-catalysed lithiation process is described. The benzyllithium reagents generated were reacted with several electrophiles, mainly carbonyl compounds, affording the expected products in moderate to good yields.
Keywords
arene-catalysed lithiation
benzyllithium
carbon-sulfur bond cleavage
Nickel-promoted Reductive Cleavage of Nitrogen-nitrogen and Nitrogenoxygen Bonds Mediated by Lithium and a Catalytic Amount of an Arene or Polymer Supported Arene
Asymmetric Synthesis of Functionalized Prolines by Diastereoselective 1,3-Dipolar Cycloaddition Using Chiral Oxazinone Derivatives