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Problems and exercisesHeterocycle synthesis: Paal-Knorr, Hantzsch and Fischer

Exercise 1

Propose Paal–Knorr syntheses of 1-benzyl-2,5-dimethylpyrrole and 2,5-diphenylfuran. Which 1,4-dicarbonyl compound do you need in each case?

Exercise 2

Which indole is formed in the Fischer synthesis with phenylhydrazine and butan-2-one in strong acid? And with phenylhydrazine and pyruvic acid? Say which bond is formed in the [3,3] rearrangement.

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