Abstract
The AuCl3 -catalyzed benzannulation of pyridine-containing
oxo-alkynes with external as well as internal alkynes proceeds under
mild conditions, and a variety of quinoline and isoquinoline derivatives
are produced in good to excellent yields. The reaction proceeds
through the formation of aza-isobenzopyrylium auric ate complexes
as evident from trapping experiments.
Key words
gold - catalysis - benzannulation - quinolines - isoquinolines
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11 Indeed 1a was
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12 Oxo-alkynes 1a -d were prepared from the corresponding pyridine-2-chloro
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either with the electron-rich oxo-alkyne 1a or
the electron-deficient oxo-alkyne 1e ; presumably
in this case the HOMO-LUMO energy difference is too high
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15 This Sonogashira coupling was unsuccessful
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