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Michael Additions of Aldehydes and Ketones to β‐Nitrostyrenes in an Ionic Liquid
Author(s) -
Kotrusz Peter,
Toma Stefan,
Schmalz HansGünther,
Adler Andreas
Publication year - 2004
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.200300648
Subject(s) - chemistry , hexafluorophosphate , ionic liquid , reactivity (psychology) , michael reaction , selectivity , organic chemistry , thiophene , catalysis , organocatalysis , medicinal chemistry , enantioselective synthesis , medicine , alternative medicine , pathology
Michael additions of different aldehydes and ketones to β‐nitrostyrene and 2‐(β‐nitrovinyl)thiophene in 1‐butyl‐3‐methylimidazolium hexafluorophosphate ([bmim]PF 6 ) were studied. β‐Nitrostyrene was a better acceptor than 2‐(β‐nitrovinyl)thiophene, in terms of both reactivity and selectivity. Aldehydes proved to be better donors than ketones, which were themselves better than β‐diketones. L ‐proline proved to be the best catalyst among seven organocatalysts tested. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)