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Synthesis of Novel Angular Heterocyclic Lignans by an InCl 3 ‐Catalyzed Friedel–Crafts‐Type Cyclization
Author(s) -
Dorbec Matthieu,
Florent JeanClaude,
Monneret Claude,
Rager MarieNoëlle,
Fosse Céline,
Bertounesque Emmanuel
Publication year - 2008
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.200701027
Subject(s) - friedel–crafts reaction , chemistry , catalysis , organic chemistry , stereochemistry
The synthesis of a 1‐aryltetralin privileged structure‐based library of novel angular heterocyclic lignans is described. Indolotetralins 3 , tetrahydroquinolinotetralins 4 , and thiochromanotetralins 5 were obtained from the methyl ester of thuriferic acid 2 according to a three‐step procedure involving an InCl 3 ‐catalyzed Friedel–Crafts‐type cyclization as the key step.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)