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- W2065336479 endingPage "1183" @default.
- W2065336479 startingPage "1174" @default.
- W2065336479 abstract "Two new protocols for the efficient synthesis of 2,2,2-trichloromethylcarbinols, starting from aromatic aldehydes, have been developed. A combination of sodium trichloroacetate in the presence of malonic acid proved efficient for the transformation of electron deficient aldehydes using DMSO as solvent. Electron-rich aldehydes did, however, not require the addition of malonic acid, affording the desired 2,2,2-trichloromethylcarbinols without a trace of the competing Cannizzaro reaction. Finally, the reaction of sodium trichloroacetate in THF with a mixture of aldehyde and malonic acid dissolved in DMSO allowed the protocol to be performed in continuous flow. By performing this decarboxylative reaction in continuous flow, scale-up of the reaction could be achieved with a simple and safe setup. In this flow setup, four electron-deficent aldehydes were successfully transformed into their 2,2,2-trichloromethylcarbinol derivatives on a 100 mmol scale." @default.
- W2065336479 created "2016-06-24" @default.
- W2065336479 creator A5015797232 @default.
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- W2065336479 date "2014-01-16" @default.
- W2065336479 modified "2023-10-01" @default.
- W2065336479 title "Decarboxylative Trichloromethylation of Aromatic Aldehydes and Its Applications in Continuous Flow" @default.
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- W2065336479 doi "https://doi.org/10.1021/jo402595r" @default.
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