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Asymmetric synthesis of 4-aryl dihydroisoquinolin-3-ones and 2-aryl morpholin-3-ones using AgOTf-activated α-bromo arylacetate

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Abstract A novel asymmetric synthetic strategy to prepare 4-aryl-dihydroisoquinolinones has been developed through a highly regioselective Friedel-Crafts alkylation of benzylamine derivatives with (αR)-α-bromo arylacetates and subsequent facile lactamization. In addition,… Click to show full abstract

Abstract A novel asymmetric synthetic strategy to prepare 4-aryl-dihydroisoquinolinones has been developed through a highly regioselective Friedel-Crafts alkylation of benzylamine derivatives with (αR)-α-bromo arylacetates and subsequent facile lactamization. In addition, an efficient asymmetric synthesis of 2-aryl morpholinones is demonstrated with 2-aminoethanol derivatives using the same convenient substitution-lactamization protocol.

Keywords: dihydroisoquinolin ones; synthesis aryl; aryl dihydroisoquinolin; asymmetric synthesis

Journal Title: Tetrahedron
Year Published: 2020

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