On aromatic electrophilic substitution promoted by in situ generated thionium ions
α-Sulfanylated α-arylacetates and -thioacetates were prepared via ethylthiomethylation reaction of aromatic compounds. These aromatic electrophilic substitutions were performed by in situ generation of the thionium ions by reacting trifluoroacetic anhydri
Preparation and Reactions of Some Reagents for Umpolung under Phase-transfer Catalysis
Thioacetals 4a-h are used as reagents for umpolung.They can be prepared in high yields from inexpensive starting materials under phase-transfer catalysis (PTC).H/D-exchange reactions of thioacetals under PTC-conditions are described.Ethyl 1,3-dithiane-2-carboxylate (4a) served as a model compound in order to demonstrate possibilities and limitations of PTC-deprotonation and subsequent reaction with electrophiles compared with other procedures.
Lissel, Manfred
p. 1589 - 1601
(2007/10/02)
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