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E- and Z-isomerism of 2-acetylthiophene oximes
Authors:Santiago Conde  Carlos Corral  Jaime Lissavetzky
Abstract:A study on the oximation of a number of 2-acetylthiophenes in order to ascertain the validity of contradictory results previously described is reported. The fact that the steric hindrance is smaller in 2-acetylthiophenes unsubstituted at position-3 than in acetylbenzenes allows in these cases the formation of Z oximes, which even can predominate on the E oximes in the case of a + M substitution at position-5. In the paper is also shown that the E/Z ratio of 2-acetylthiophene oximes can be deduced from the 1H-nmr spectrum of the crude oxime mixture.
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