A Convenient and Versatile Route to Hydroquinolines by Inter- and Intramolecular Aza-Diels-Alder Pathways

Overview

Journal Angew Chem Int Ed Engl

Specialty Chemistry

Date 2021 Jun 29

PMID 34182675

Citations 14

Authors

Henning Steinhagen

E J Corey

Affiliations

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Abstract

Surprisingly, the simplest method possible for o-azaxylylene production, base-induced elimination of hydrogen chloride from amide or sulfonamide derivatives of o-(chloromethyl)aniline, has never been reported. This powerful approach provides easy and stereoselective access to polycyclic hydroquinolines, as shown for an example in Equation (1).

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