Keywords: Enones / Nucleophilic substitution / Domino reactions 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
Indan derivatives Q 1050Domino Transformations of gem-Trifluoroacetyl(bromo)alkenes under the Action of Secondary Amines. -The aza-Michael/hydroxyalkylation domino reaction of the trifluoroacetyl bromoalkenes (III) with secondary amines gives unexpectedly aminoindenols (V) via an intramolecular cyclization of intermediate captodative aminoalkenes. The latter are detected in the reaction mixture and isolated in the case of β-thienyl derivative (IX). The aminoindenols can be converted into the corresponding indanones such as (VI) by acid hydrolysis. -(RULEV*, A. Y.; UCHAKOV, I. A.; NENAJDENKO, V. G.; BALENKOVA, E. S.; VORONKOV, M. G.; Eur.
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