Abstract
The rhodium(III)-catalyzed synthesis of isoquinolones 3 from hydroxamic acid derivatives 1 and acetylenes 2 is reported. The reaction is equally tolerant of EDGs and EWGs on the aromatic ring. For meta-substituted substrates the rhodation occurs exclusively at the least sterically hindered position leading to the C7-substituted isoquinolones. Symmetrical and unsymmetrical acetylenes both participate efficiently in the reaction. In the case of alkyl-aryl-disubstituted alkynes, the sp² center is installed selectively at the 3-position (R³). A mechanism is postulated on the basis of deuteration and competition experiments.
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