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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Wang, Hao; Yu, Shouyun (2016). Synthesis of Isoquinolones Using Visible-Light-Promoted
Denitrogenative Alkyne Insertion of 1,2,3-Benzotriazinones. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.5b01960