β‐Imino‐meso‐tetraphenylporphyrin Derivatives in Hetero‐Diels−Alder Reactions
- 12 July 2004
- journal article
- research article
- Published by Wiley in European Journal of Organic Chemistry
- Vol. 2004 (15) , 3233-3239
Abstract
Two types of β‐imino‐meso‐tetraphenylporphyrin derivatives were used as heterodienes in Diels−Alder reactions with electron‐rich dienophiles. These reactions were catalysed by lanthanum triflate. Depending on the starting imine derivative, the products of these reactions are pyrido[2,3‐b]porphyrins or β‐tetrahydroquinoline‐substituted porphyrins. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)Keywords
This publication has 13 references indexed in Scilit:
- A Facile and Convenient Three-component Coupling Protocol for the Synthesis of Pyrano and FuroquinolinesChemistry Letters, 2003
- Hetero-Diels–Alder reactions of β-imino-meso-tetraphenylporphyrin derivatives: a new approach to pyrido[2,3-b]porphyrinsTetrahedron Letters, 2001
- LiBF4-Catalyzed Imino-Diels-Alder Reaction: A Facile Synthesis of Pyrano- and FuroquinolinesSynthesis, 2001
- Reaction of β-amino-meso-tetraphenylporphyrin with α,β-unsaturated carbonyl compounds: An approach to fused pyridinoporphyrinsTetrahedron Letters, 1997
- Catalytic asymmetric aza Diels-Alder reactions using a chiral lanthanide Lewis acid. Enantioselective synthesis of tetrahydroquinoline derivatives using a catalytic amount of a chiral sourceTetrahedron Letters, 1996
- Lanthanide Triflate Catalyzed Imino Diels-Alder Reactions; Convenient Syntheses of Pyridine and Quinoline DerivativesSynthesis, 1995
- Ytterbium(III) Triflate Catalyzed Synthesis of Quinoline Derivatives from N-Arylaldimines and Vinyl EthersSynthesis, 1995
- Ln(OTf)3- or Sc(OTf)3-Catalyzed Three Components Coupling Reactions between Aldehydes, Amines, and Dienes or Alkenes. Efficient Syntheses of Pyridine and Quinoline DerivativesChemistry Letters, 1995
- Schizoid reactivity of N-benzylidene aniline toward clay-catalyzedcycloadditionsTetrahedron Letters, 1988
- Cycloaddition reactions of 3,4-dihydro-2Tetrahedron Letters, 1988