Practical Syntheses of Functionalized 1-Oxo-L,2,3,4-Tetrahydro-β-carboline-3-carboxylic Acid Esters

Laurent Jeannin Laboratoire de Chimie Thérapeutique, associé au CNRS: “Isolement, Structure, Transformations et Synthèse de Substances Naturelles”, Faculté dc Pharmacie Université de Reims Champagne-Ardenne, F-51096, Reims, France

Janos Sapi Laboratoire de Chimie Thérapeutique, associé au CNRS: “Isolement, Structure, Transformations et Synthèse de Substances Naturelles”, Faculté dc Pharmacie Université de Reims Champagne-Ardenne, F-51096, Reims, France

Elka Vassileva Laboratoire de Chimie Thérapeutique, associé au CNRS: “Isolement, Structure, Transformations et Synthèse de Substances Naturelles”, Faculté dc Pharmacie Université de Reims Champagne-Ardenne, F-51096, Reims, France

Pierre Renard ADIR et Cie, 1, rue Carle Hébert, F-92415, Courbevoie, France

Jean-Yves Laronze Laboratoire de Chimie Thérapeutique, associé au CNRS: “Isolement, Structure, Transformations et Synthèse de Substances Naturelles”, Faculté dc Pharmacie Université de Reims Champagne-Ardenne, F-51096, Reims, France

Abstract

Three methods have been proposed for the preparation of functionalized 1-oxo-1,2,3,4-tetrahydro-β-carboline-3 carboxylates (3) from which the “acylazide formation-Curtius rearrangement-acid catalyzed ring closure” sequence starling from hemi-ester hemi-acids (8) seemed to be quite general.

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Practical Syntheses of Functionalized 1-Oxo-L,2,3,4-Tetrahydro-β-carboline-3-carboxylic Acid Esters

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Practical Syntheses of Functionalized 1-Oxo-L,2,3,4-Tetrahydro-β-carboline-3-carboxylic Acid Esters

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