Substituted thiophenes can act as dienophiles in normal electron demand Diels-Alder reactions, nitro being one of the substituents. Cycloaddition with Danishefskys diene provides the benzothiophene derivatives with nitro side selectivity, α-substituted substrates being the more dienophilic. The reaction with isoprene leads mainly to the corresponding (pyrrol-1-yl)thiophenes.
Keywords: thiophenes, diels-alder, pyrroles, benzothiophenes
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