Synthesis of spiroindoline-31... formula ...-quinolizines and spiroindoline-34... formula ...-pyrido12-aquinolines via three-component reactions of azaarenes acetylenedicarboxylate and 3-methyleneoxindoles

摘要

AbstractThe three-component reactions of substituted pyridines, dimethyl acetylenedicarboxylates, and 3-phenacylideneoxindoles afforded spiro[indoline-3,1-quinolizines] in high yields and with high diastereoselectivity. The Diels–Alder reactions of spiro[indoline-3,1-quinolizines] with maleic anhydride and -phenyl maleimides successfully resulted in polyfunctionalized isoquinolinuclidine derivatives. The similar three-component reactions with quinoline resulted in the novel spiro[indoline-3,4-pyrido[1,2-a]quinolines] in moderate to good yields.