Iodine as a Mild, Efficient, and Cost-Effective Reagent for the Synthesis of cis-1-Oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic Acids

Abstract

Arylimines generated in situ from aromatic aldehydes and anilines undergo smooth coupling with homophthalic anhydride in the presence of 10 mol% of molecular iodine under mild and neutral conditions to afford the corresponding cis-1-oxo-1,2,3,4-tetrahydroisoquinoline-4-carboxylic acids in excellent yields with high cis selectivity. The use of iodine makes this procedure simple, convenient, and cost-effective.

three-component reaction - iodine - isoquinolines - heterocycles - carboxylic acids

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