New synthetic approaches to CNS drugs. A straightforward, efficient synthesis of tetrahydroindol-4-ones and tetrahydroquinolin-5-ones via palladium-catalyzed oxidation of hydroxyenaminones

We have developed a facile and efficient synthesis of new conformationally restricted butyrophenones in the indole and quinoline series via palladium-catalyzed oxidation of hydroxyenaminones, and subsequent cyclization followed by spontaneous aromatization. Graphic

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Bibliographic Details
Published in:Tetrahedron letters 2002-10, Vol.43 (44), p.7929-7932
Main Authors: Pita, Beatriz, Masaguer, Christian F., Raviña, Enrique
Format: Article
Language:English
Subjects:
cyclic ketones
enamines
tetrahydroindoles
tetrahydroquinolines
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Summary:We have developed a facile and efficient synthesis of new conformationally restricted butyrophenones in the indole and quinoline series via palladium-catalyzed oxidation of hydroxyenaminones, and subsequent cyclization followed by spontaneous aromatization. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(02)01901-9