2013•The Journal of Organic ChemistryRequires access

IMDAF/Aromatization Path of Halogenated Furylacrylamides and Furylpropiolamides to Dihydroisoquinolin-1(2H)-ones

Olaia Nieto‐García, Ricardo Alonso

Abstract

Intramolecular Diels-Alder cycloadditions of chlorofuryl- (R = Cl) secondary (R' = H) acrylamides and propiolamides of type 1 followed by (optional modification and) base-induced aromatization of the resulting chlorinated oxanorborn(adi)enes 2 afford N-free-dihydroisoquinolin-1(2H)-ones 3 with different aromatic substitution patterns.

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Key concepts: Aromatization, Intramolecular force, Chemistry, Base (topology), Medicinal chemistry, Substitution (logic), Organic chemistry, Mathematics