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- W3208174918 endingPage "16976" @default.
- W3208174918 startingPage "16965" @default.
- W3208174918 abstract "Thioesters play a crucial role in biological systems and serve as important building blocks for organic synthesis. Herein, Eosin Y and TBHP mediated photochemical cross dehydrogenative coupling (PCDC) between feedstock aldehydes and thiols has been described at room temperature to synthesize thioesters. This thioesterification protocol proceeds smoothly to give the desired products in good to excellent yields by the suitable PCDC of both alkyl/aryl- aldehydes with a variety of alkyl/aryl-thiols and generates water and tBuOH as green byproducts. This method is also found to be scalable with good efficiency. Mechanistic investigations reveal that under this photochemical condition, the formation of acyl radical can be achieved from aldehyde. This acyl radical was further intercepted with an intermediate disulfide, generated in situ via the dehydrogenation of thiol to give the desired thioester. Moreover, disulfides, which are relatively easier to handle, also provided good to excellent yields in the optimized reaction condition. This protocol was further extended toward the more challenging direct transformation of alcohols to thioesters." @default.
- W3208174918 created "2021-11-08" @default.
- W3208174918 creator A5003695225 @default.
- W3208174918 creator A5042267973 @default.
- W3208174918 creator A5076696806 @default.
- W3208174918 date "2021-11-02" @default.
- W3208174918 modified "2023-10-02" @default.
- W3208174918 title "Visible-Light-Mediated Cross Dehydrogenative Coupling of Thiols with Aldehydes: Metal-Free Synthesis of Thioesters at Room Temperature" @default.
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