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Synthesis of Isoquinolones Using Visible-Light-Promoted Denitrogenative Alkyne Insertion of 1,2,3-Benzotriazinones

Posted on 2015-09-04 - 00:00
A visible-light-promoted regioselective denitrogenative insertion of terminal alkynes into 1,2,3-benzotriazinones is reported. This mechanistically novel process allows the synthesis of substituted isoquinolones in satisfactory isolated yields (24 examples, 46–84% yield) at room temperature under visible-light irradiation with the assistance of a photocatalyst. The proposed single-electron-transfer pathway was supported by TEMPO trapping, radical clock experiments, and Stern–Volmer analysis.

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