Journal of Organic Chemistry p. 3001 - 3002 (1989)
Update date:2022-08-11
Topics:
Nishiguchi, Takeshi
Bougauchi, Masahiro
Several metallic nitrates supported on silica gel efficiently cleaved and oxidized primary and secondary ethers to the corresponding aldehydes and ketones.Especially, Cu(NO3)2 and Zn(NO3)2 are suitable for practical use.Silica gel was essential for the efficient oxidation.Overoxidation of the formed aldehydes to carboxylic acids was not observed.This ether oxidation seems to be useful for organic synthesis because of easy experimental operations, high yields of products, and mild reaction conditions.Some mechanistic studies suggest that the key step of the process involves the formation of radical species.
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