RSS-Feed abonnieren
Bitte kopieren Sie die angezeigte URL und fügen sie dann in Ihren RSS-Reader ein.
https://www.thieme-connect.de/rss/thieme/de/10.1055-s-00000131.xml
Synfacts 2005(0): 0027-0027
DOI: 10.1055/s-2005-865374
DOI: 10.1055/s-2005-865374
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York
Superacid-Promoted Reactions of Pyrazole-carboxaldehydes and the Role of Dicationic Electrophiles
D. A. Klumpp*, P. J. Kindelin, A. Li
Northern Illinois University, DeKalb, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
20. Juli 2005 (online)
Significance
Treatment of pyrazolecarboxaldehydes with super acids leads to the formation of dicationic species which are highly reactive for electrophilic diarylation even with weakly nucleophilic arenes. Thus a variety of substituted pyrazolecarboxaldehydes condense with benzene to provide side-chain substituted products. The mechanism involving a dicationic intermediate is supported by low temperature 13C NMR studies.