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 inTetrahedron letters Vol. 43; no. 44; pp. 7929 - 7932
Main Authors Pita, Beatriz, Masaguer, Christian F., Raviña, Enrique
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 01.10.2002
Subjects
cyclic ketones
enamines
tetrahydroindoles
tetrahydroquinolines
cyclic ketones
tetrahydroquinolines
enamines
tetrahydroindoles
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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