Methods of synthesis and reaction of furan

Question

Question 1) What are heterocyclic compounds? Write down the methods of synthesis and reaction of furan.

Question 2) Answer the following:

a) Explain the nomenclature of five membered heterocycles containing one heteroatom.

b) Write down the structure and numbering of

i) Quinoline

ii) Benzimidazole

iii) Oxazole.

c) Give reason thiophene is more stable and more aromatic than pyrrole and furan.

d) Complete the reaction:

i) Thiophene + Raney, Ni/H₂→

ii) Indole + Raney, Ni/H₂→

e) Discuss the Fries rearrangement with mechanism.

Question 3) Write brief note on:

a) Bayer-Villiger oxidation.

b) Beckman rearrangement

c) Pinacol-pinacolone rearrangement

d) Cope rearrangement

e) Wagner-Meerwin rearrangement