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Palladium‐Catalysed Direct 5‐Arylation of Furfurylamine or 2‐(Aminoalkyl)thiophene Derivatives
Author(s) -
Roger Julien,
Doucet Henri
Publication year - 2010
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.201000358
Subject(s) - chemistry , palladium , thiophene , aryl , furan , nitrile , trifluoromethyl , medicinal chemistry , bromide , catalysis , organic chemistry , alkyl
The palladium‐catalysed direct 5‐arylation of furan or thiophene derivatives bearing CH 2 NHR substituents (with R = COMe or CO 2 t Bu) generally proceeds in good yields by using a catalysts loading of only 0.1–2 mol‐%. A wide range of functions such as acetyl, propionyl, formyl, ester, nitrile, trifluoromethyl or fluoro on the aryl bromide is tolerated. Higher yields were generally obtained in the presence of electron‐deficient aryl bromides than with electron‐rich aryl bromides.