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A Bioinspired Catalytic Oxygenase Cascade to Generate Complex Oxindoles
Authors:Dr Yao Wang  Dipl‐Chem Jonathan O Bauer  Prof Dr Carsten Strohmann  Dr Kamal Kumar
Institution:1. Max‐Planck‐Institut für molekulare Physiologie, Otto‐Hahn‐Strasse 11, 44227 Dortmund (Germany) http://www.mpi‐dortmund.mpg.de/74401/Kumar;2. Technische Universit?t Dortmund, Fakult?t Chemie, Anorganische Chemie, Otto‐Hahn‐Strasse 6, 44221 Dortmund (Germany);3. Technische Universit?t Dortmund, Fachbereich Chemie, Chemische Biologie, 44221 Dortmund (Germany)
Abstract:Catalytic, selective, and controlled oxidative functionalization of C? H bonds using molecular oxygen as an oxidant remains highly desirable and equally challenging in the development of synthetic methodologies. Presented herein is a one‐pot oxygenase cascade reaction wherein a copper(I)‐catalyzed oxygenase reaction transforms the allylic methyl group in 3‐methylidene oxindoles into an aldehyde, which then undergoes an aldol–oxa‐Michael addition sequence with β‐ketoesters to yield dihydrofuran‐bearing oxindoles.
Keywords:allylic compounds  bioinspired catalysis  copper  heterocycles  oxidation
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