Abstract

AbstractPyrrolidin‐2‐yl‐groups located at C‐4 of 3,4‐dihydro‐ or 1,2,3,4‐tetrahydroisoquinolines, respectively, are lost in the course of dehydrogenation of these isoquinoline derivatives. However, acyclically substituted isoquinolines, hydrogenated in ring B, 2‐benzyl‐4‐(l‐dimethylaminoethyl)‐1,2,3,4‐tetrahydroisoquinoline, e.g., show loss of the amine group only by benzylic cleavage, affording 4‐ethylisoquinoline. Scope and limitation of this reaction are determined using specifically substituted isoquinolines.

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