A. Rulev, Igor A. Uchakov, V. Nenajdenko
Dec 1, 2007
Citations
0
Influential Citations
28
Citations
Journal
European Journal of Organic Chemistry
Abstract
2-Bromo-3-arylpropenyl trifluoromethyl ketones underwent aza-Michael/hydroxyalkylation domino reactions triggered by secondary amines to give unexpectedly 2-amino-1-trifluoromethyl indenols in good yields. The process was found to involve the intermediate formation of captodative aminoalkenes. Treatment of 2-bromo-3-thienyl derivatives with the same nucleophiles afforded the captodative trifluoroacetyl(amino)alkenes. The indenols obtained in this reaction can be converted into the corresponding indanones by acid hydrolysis. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)