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Iridium-catalyzed annulation of N-arylcarbamoyl chlorides with internal alkynes.

Journal of the American Chemical Society (2010-06-30)
Tomohiro Iwai, Tetsuaki Fujihara, Jun Terao, Yasushi Tsuji
ABSTRACT

An iridium complex successfully catalyzed the annulation of various N-arylcarbamoyl chlorides with internal alkynes to afford 2-quinolones in good to excellent yields. The present reaction is widely applicable to substrates with various functionalities. An amide-iridacycle complex was isolated, and it is likely that such an iridacycle species is a key intermediate in the catalytic reaction.

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Sigma-Aldrich
N-Methyl-N-phenylcarbamoyl chloride, 98%