Palladium‐Catalyzed Iterative C−H Bond Arylations: Synthesis of Medium‐Size Heterocycles with a Bridgehead Nitrogen Atom | Zendy

Hagui Wided | Zendy; Yuan Kedong | Zendy; Besbes Néji | Zendy; Srasra Ezzeddine | Zendy; Soulé JeanFrançois | Zendy; Doucet Henri | Zendy

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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.

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