New One-Step Procedure for the Synthesis of 6H-Chromeno[4,3-H]quinolines and 8a,9,14,14a-Tetrahydro-8H-benzo[5,6]chromeno[4,3-b]quinolines

摘要

Schiff bases generated in situ from substituted anilines and 2-allyloxybenzaldehyde underwent acid-catalyzed intramolecular Diels-Alder reaction followed by dehydrogenation to give 6H-chromeno[4,3-b]-quinolines. Under analogous conditions, derivatives of 2-allyloxynaphthalene-1-carbaldehyde were converted into 8a,9,14,14a-tetrahydro-8H-benzo[5,6]chromeno[4,3-b]quinolines. Possible dehydrogenation mechanisms are discussed.