New one-step procedure for the synthesis of 6H-chromeno [4, 3-b] quinolines and 8a, 9, 14, 14a-tetrahydro-8H-benzo [5, 6] chromeno [4, 3-b] quinolines

…, AA Tomashevskii, VV Sokolov, AA Potekhin

Index: Tomashevskaya; Tomashenko; Tomashevskii; Sokolov; Potekhin Russian Journal of Organic Chemistry, 2007 , vol. 43, # 1 p. 77 - 82

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Citation Number: 11

Abstract

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