The Claisen Rearrangement in Aromatic Heterocyclic Compounds. II. The Thermal Rearrangement of Allyl 4-Quinolyl Ethers

Thermal rearrangement of allyl 4-quinolyl ethers in 1-methylnaphthalene of without solvent resulted in the formation of good yields of the ortho-Claisen rearrangement products and small amounts of the lactim ehter-lactam isomerization products (1-allyl-4 (1H)-quinolones). A part of the Claisen rearrangement products were consecutively transformed into the 2, 3-dihydrofuro [3, 2-c] quinoline derivatives by their intramolecular cyclization in the process of this reaction. It was confirmed that the latter isomerization reaction is an intermolecular rearrangement.