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2004
Fused pyridine derivatives
R 0450
A Novel One-Pot Four-Component Access to Tetrahydro-β-carbolines by a CouSequence (CAAPS). — The
44- 169 pling-Amination-Aza-Annulation-Pictet—Spengler
title reaction of an acid chloride (I), a terminal alkyne (II), tryptamine derivatives, e.g.
(III) or (VI), and an acryloyl chloride derivative (IV) represents a facile and rapid
one-pot access to tetrahydro-β-carbolines (V) and (VII), respectively, in moderate
yields. Interestingly, with the enantiopure tryptophan ester (VI) as tryptamine derivative the cyclization product (VII) is formed as a single diastereomer. — (KARPOV,
A. S.; OESER, T.; MUELLER*, T. J. J.; Chem. Commun. (Cambridge) 2004, 13,
1502-1503; Org.-Chem. Inst., Ruprecht-Karls-Univ., D-69120 Heidelberg, Germany;
Eng.) — M. Paetzel
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