One-pot Synthesis of 3-Aryl-substituted 1-Hydroxy-2-acylindolizines

Author:

Kloubert Tobias1,Kretschmer Robert2,Görls Helmar1,Krieck Sven1,Westerhausen Matthias1

Affiliation:

1. Institut für Anorganische und Analytische Chemie, Friedrich-Schiller-Universität Jena, Humboldtstraße 8, 07743 Jena, Germany

2. Institut für Chemie, Technische Universität Berlin, Straße des 17. Juni 135, 10623 Berlin, Germany

Abstract

A new method for the formation of C-C bonds in a one-pot synthesis of 1-hydroxy-2-acyl-3- arylindolizines (acyl: 2-pyridylformyl, thienylformyl; aryl: phenyl, pyridyl, thienyl) from the reaction of 1,3-diketones with aldehydes has been evaluated. X-Ray diffraction studies of single crystals have provided structural information about the so-formed indolizines. In the crystalline state, the hydroxyl units form intra- or intermolecular hydrogen bonds to the acyl functionalities. The color of these indolizines depends on the pH value of the solvent.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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