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Palladium‐Catalyzed Iterative C−H Bond Arylations: Synthesis of Medium‐Size Heterocycles with a Bridgehead Nitrogen Atom
Author(s) -
Hagui Wided,
Yuan Kedong,
Besbes Néji,
Srasra Ezzeddine,
Soulé JeanFrançois,
Doucet Henri
Publication year - 2015
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201500652
Subject(s) - palladium , intramolecular force , catalysis , chemistry , nitrogen atom , bromine , atom (system on chip) , nitrogen , medicinal chemistry , polymer chemistry , organic chemistry , ring (chemistry) , computer science , embedded system
Condensed N‐heterocycles were prepared by using iterative C−H bond activation reactions catalyzed by palladium. The first step consists of a palladium‐catalyzed direct desulfitative C−H bond arylation of brominated N ‐benzylpyrrole derivatives with benzenesulfonyl chlorides. The presence of the bromine atom allows the formation in the second step of several N‐heterocycles with five‐, six‐, or seven‐membered rings by a palladium‐catalyzed intramolecular C−H bond arylation.