Monatshefte fur Chemie p. 635 - 653 (2005)
Update date:2022-09-26
Topics:
Greiner-Bechert, Lutz
Sprang, Thomas
Otto, Hans-Hartwig
Thienyl- and furylpropenones reacted with malonates, cyanoacetates, and malononitrile giving addition products which could be cyclized to heteroaryl substituted dihydropyranes, cyclohexanols, and piperidones. Heteroaryl substituted cyclopropyl ketones were prepared by reactions with Me 3SO+ I-, and by reaction with Lewis acids they were transformed into substituted dihydrobenzo[b]furanone or -thiophenone, or γ-hydroxy ketones. Cycloadditions with thiophene derivatives allowed the synthesis of substituted benzo[b]thiophene derivatives, but with poor yields. Structures and stereochemistry were established mainly by means of NMR spectroscopy. Springer-Verlag 2005.
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