Synthesis 2003(5): 0717-0722
DOI: 10.1055/s-2003-38081
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Pyridine-Fused Ring Systems from β-Chloroacroleins: A Comparison­ of Three Different Pathways

Stéphanie Hesse, Gilbert Kirsch*
Laboratoire d’Ingénierie Moléculaire et Biochimie Pharmacologique, Faculté des Sciences, Ile du Saulcy, 57045 Metz Cedex, France
e-Mail: kirsch@sciences.univ-metz.fr;
Further Information

Publication History

Received 17 December 2002
Publication Date:
21 March 2003 (online)

Abstract

Three different pathways for the access of pyridine-fused ring systems are described: 1) a Sonogashira coupling of β-chloroacroleins followed by cyclization of the corresponding imines; 2) the same coupling reaction followed by cyclization of the corresponding oximes; and 3) a palladium-catalyzed iminoannulation of internal alkynes.