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Synthesis 2009(18): 3127-3135  
DOI: 10.1055/s-0029-1216888
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Polycyclic Sultams by Palladium-Catalyzed Intramolecular Cyclization

K. C. Majumdar*, Shovan Mondal, Nirupam De
Department of Chemistry, University of Kalyani, Kalyani 741235, WB, India
e-Mail: kcm_ku@yahoo.co.in;
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Publikationsverlauf

Received 27 April 2009
Publikationsdatum:
07. Juli 2009 (online)

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Abstract

A practical and high-yielding method for the synthesis of new sultams from readily available sulfonamides, 1-naphthylamine, and 2-halobenzyl bromides is reported. A variety of tricyclic, tetracyclic, and pentacyclic sultams have been prepared via palladium-catalyzed, ligand-free intramolecular cyclization. Detailed mechanistic studies of the reaction pathway are also described.

Keywords

cyclization - palladium acetate - sulfonamides - sultams

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CCDC Ref. No. for the CIF file of 10a: CCDC-693638.