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DOI: 10.1055/s-2005-870016
A New Route to Acridines: Pauson-Khand Reaction on Quinoline-Bearing 1-En-7-ynes Leading to Novel Tetrahydrocyclopenta[c]acridine-2,5-diones
Publikationsverlauf
Publikationsdatum:
13. Juli 2005 (online)
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Abstract
Efficient Pauson-Khand reactions on quinolines bearing 1-en-7-ynes features gave tetrahydrocyclopenta[c]acridine derivatives. The quinoline intermediates were obtained in two steps: a Sonogashira reaction with functionalized alkynes (TMS, Bu, Ph, CHB2OTHP) followed by a Grignard reaction with allylmagnesium bromide. The sequence provides new acridine structures in four high yielding steps from commercially available quinolines.
Key words
quinoline - acridine - enynes - intramolecular Pauson-Khand reaction - cyclopenta[c]acridine
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