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Regioselectivity of Friedländer Quinoline Syntheses
Author(s) -
Diedrich Claas Lüder,
Haase Detlev,
Saak Wolfgang,
Christoffers Jens
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.200701179
Subject(s) - regioselectivity , chemistry , quinoline , yield (engineering) , bicyclic molecule , stereochemistry , organic chemistry , combinatorial chemistry , medicinal chemistry , catalysis , materials science , metallurgy
Optically active, bicyclic ketones were submitted to Friedländer quinoline syntheses with 2‐aminobenzaldehyde to yield regioisomeric linear or angular products. When starting from trans ‐configured ketones, the linear products are the major isomers (ratios ranging from 76:24 to >98/2). With cis ‐configured ketones the angular products are predominantly formed, although with lower regioselectivity.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)