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Synthesis 2004(15): 2527-2534
DOI: 10.1055/s-2004-831205
DOI: 10.1055/s-2004-831205
PAPER
© Georg Thieme Verlag Stuttgart · New YorkNovel Synthetic Strategy of N-Arylated Heterocycles via Sequential Palladium-Catalyzed Intra- and Inter-Arylamination Reactions
Further Information
Received
19 May 2004
Publication Date:
02 September 2004 (online)
Publication History
Publication Date:
02 September 2004 (online)

Abstract
The use of an in situ generated Pd(0) catalyst associated to N,N′-bis(2,6-diisopropylphenyl)dihydroimidazol-2-ylidene (SIPr) as a ligand and t-BuONa as the base for sequential intra- followed by intermolecular aryl amination is described. The method has been applied to the synthesis of N-arylated five-, six- and seven-membered nitrogen heterocycles.
Key words
palladium catalyst - N-heterocyclic carbene ligand - aryl amination reaction - N-arylated heterocycles
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References
SIPr·HCl is commercially available from Strem Chemicals Inc.