Michael Additions of Aldehydes and Ketones to β‐Nitrostyrenes in an Ionic Liquid | Zendy

Kotrusz Peter | Zendy; Toma Stefan | Zendy; Schmalz HansGünther | Zendy; Adler Andreas | Zendy

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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)

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