Synthesis of trisubstituted thiophenesvia a halogen dance reaction at 2-bromo-5-methylthiophene
1996
A new example of a selective halogen dance reaction was observed upon lithiation of 2-bromo-5-methylthiophene withLDA under appropriate reaction conditions. A series of 2-substituted 3-bromo-5-methylthiophenes was prepared by reacting the thus selectively generated intermediate 3-bromo-2-lithio-5-methylthiophene with various electrophiles to study scope and limitations of the reaction.
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