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- W2067862113 abstract "Abstract The α-metalation of 2-methylbenzothiazole is studied with the aim of obtaining quantitatively an anionic intermediate which is able to react fully with benzaldehyde. The relative importance of the factors which influence the formation and reactivity of this intermediate are examined: the nature of the metalating agent, the solvent, the temperature and the reaction time. Butyllithium and phenyllithium, in the presence of linear or cyclic ethers at −78°C, allow quantitative transformation into 2-benzothiazolylmethyllithium, a highly reactive agent at low temperatures (−78 to −35°C), but non-reactive at 0°C. The addition of complexing bases raises the maximum temperature at which the reaction is possible. This method is applicable to 2-benzylbenzothiazole and induces a stereoselective attack on benzaldehyde." @default.
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- W2067862113 date "1985-09-01" @default.
- W2067862113 modified "2023-09-25" @default.
- W2067862113 title "Activation du methyl-2 benzothiazole par metallation" @default.
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- W2067862113 doi "https://doi.org/10.1016/0022-328x(85)80297-7" @default.
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