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Visible-Light-Induced Arene C(sp2)–H Lactonization Promoted by DDQ and tert-Butyl Nitrite

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A visible-light photocatalytic aerobic oxidative lactonization of arene C(sp2)–H bonds proceeds in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and tert-butyl nitrite (TBN). Under the optimized conditions, a range of 2-arylbenzoic acids… Click to show full abstract

A visible-light photocatalytic aerobic oxidative lactonization of arene C(sp2)–H bonds proceeds in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and tert-butyl nitrite (TBN). Under the optimized conditions, a range of 2-arylbenzoic acids is converted into the corresponding benzocoumarin derivatives in moderate to excellent yields. This method is characterized by its atom economy, mild reaction conditions, the use of a green oxidant and metal-free catalysis.

Keywords: ddq tert; arene sp2; visible light; tert butyl; butyl nitrite; lactonization

Journal Title: Synlett
Year Published: 2019

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