The behaviour of 2-nitrothiophene and of 3-nitrothiophene with some nucleophiles
Carlo Dell'Erba
Institute of Organic Chemistry, University of Genova and Institute of Organic Chemistry, University of Palermo, via Archirafi 20, Palermo, Italy 90123
Search for more papers by this authorMarino Novi
Institute of Organic Chemistry, University of Genova and Institute of Organic Chemistry, University of Palermo, via Archirafi 20, Palermo, Italy 90123
Search for more papers by this authorGiuseppe Guanti
Institute of Organic Chemistry, University of Genova and Institute of Organic Chemistry, University of Palermo, via Archirafi 20, Palermo, Italy 90123
Search for more papers by this authorDomenico Spinelli
Institute of Organic Chemistry, University of Genova and Institute of Organic Chemistry, University of Palermo, via Archirafi 20, Palermo, Italy 90123
Search for more papers by this authorCarlo Dell'Erba
Institute of Organic Chemistry, University of Genova and Institute of Organic Chemistry, University of Palermo, via Archirafi 20, Palermo, Italy 90123
Search for more papers by this authorMarino Novi
Institute of Organic Chemistry, University of Genova and Institute of Organic Chemistry, University of Palermo, via Archirafi 20, Palermo, Italy 90123
Search for more papers by this authorGiuseppe Guanti
Institute of Organic Chemistry, University of Genova and Institute of Organic Chemistry, University of Palermo, via Archirafi 20, Palermo, Italy 90123
Search for more papers by this authorDomenico Spinelli
Institute of Organic Chemistry, University of Genova and Institute of Organic Chemistry, University of Palermo, via Archirafi 20, Palermo, Italy 90123
Search for more papers by this authorAbstract
The reactivity of 2-nitrothiophene (1) and of 3-nitrothiophene (II) with some nucleophiles has been studied. According to calculated electronic densities I can receive nucleophilic attack at C3 and C5 depending on the nucleophile used, but II only at C2. With N-lithium piperidine both I and II also give coupling products (VII and XI respectively) of the hithienyl type.
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