Title: Synthesis of cis-fused hexahydro-4aH-indeno[1,2-b]pyridines via intramolecular Ritter reaction and their conversion into tricyclic analogues of NK-1 and dopamine receptor ligands
Authors: Van Emelen, K ×
De Wit, T
Hoornaert, GJ
Compernolle, Frans #
Issue Date: Jan-2002
Publisher: Pergamon-elsevier science ltd
Series Title: Tetrahedron vol:58 issue:21 pages:4225-4236
Abstract: Indanol intermediates prepared via Michael addition of 1-indanone beta-ketoester and acrylonitrile, followed by Grignard reaction of the ketone group. were submitted to an intramolecular Ritter reaction to produce cis-fused methyl 2-oxo-9b-phenyl-1,2,3,4,5,9b-hexahydro-4aH-indeno[1,2-b]pyridine-4a-carboxylates with 4a,9b-diangular substitution pattern. Further transformation of the bridgehead ester group and the lactam function afforded constrained tricyclic analogues of some monocyclic piperidine NK-1 antagonists and of a bicyclic dopamine receptor ligand. (C) 2002 Elsevier Science Ltd. All rights reserved.
ISSN: 0040-4020
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Molecular Design and Synthesis
× corresponding author
# (joint) last author

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