Bismuth(III) Chloride-Catalyzed Intramolecular Hetero Diels-Alder Reaction: Application to the Synthesis of Tetrahydrochromano[4,3-b]quinoline Derivatives [1]

Abstract

Intramolecular [4+2] cycloaddition reaction of aldimines derived from aromatic amines and O-allyl derivatives of salicylic aldehydes was efficiently catalyzed by BiCl₃ to afford the corresponding tetrahydrochromano[4,3-b]quinolines in excellent yields. The products are isolated as 1:1 mixture of diastereoisomers.

Key words

Hetero Diels-Alder-reaction - bismuth(III) chloride - catalysis - tetrahydrochromanoquinolines

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IICT communication No. 4779.

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IICT communication No. 4779.