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Synthesis 2009(20): 3443-3448
DOI: 10.1055/s-0029-1216970
DOI: 10.1055/s-0029-1216970
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Cerium(III) Chloride Heptahydrate-Lithium Iodide: A Novel Reagent System for the Synthesis of N-Arylpyrrolidines
Further Information
Received
25 May 2009
Publication Date:
28 August 2009 (online)
Publication History
Publication Date:
28 August 2009 (online)
Abstract
Aldimines, generated in situ from arylamines and aryl aldehydes, undergo smooth cycloaddition with cyclopropane-1,1-dicarboxylate in the presence of the cerium(III) chloride heptahydrate-lithium iodide reagent system in refluxing acetonitrile under neutral conditions to produce the corresponding N-arylpyrrolidines in good yields with high selectivity.
Key words
cerium(III) reagents - aldimines - cyclopropanedicarboxylate - pyrrolidines - cycloadditions - ring expansion
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