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Access to Polycyclic Derivatives by Triflate‐Catalyzed Intramolecular Hydroarylation
Author(s) -
Cacciuttolo Bastien,
PoulainMartini Sophie,
FontaineVive Fabien,
Abdo Mahmoud Ali Hussein,
ElKashef Hussein,
Duñach Elisabet
Publication year - 2014
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201402972
Subject(s) - chemistry , indane , intramolecular force , trifluoromethanesulfonate , tetralin , catalysis , lewis acids and bases , olefin fiber , organic chemistry , cyclopentanes , medicinal chemistry
An efficient and versatile synthesis of indane, tetralin and benzosuberan derivatives has been developed; the synthesis starts from nonactivated aromatic compounds bearing unsaturated side chains and is a bismuth(III) or indium(III) trifluoromethanesulfonate‐catalysed atom‐economic process. A variety of polycyclic compounds have been isolated in high yields. Lactonisation could be observed for esters with 2,2‐disubstituted terminal olefins through a Lewis acid catalysed reaction between the olefin and one of the ester groups.