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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Steinhagen et al. (1999) studied this question.