O,O'Diethyl acetals were prepared in high yields under mild conditions via the reaction of triethyl orthoformate with aldehydes and ketones in absolute ethanol in the presence of as low as 0.1 tool% of Yb(OTf)3. Us...O,O'Diethyl acetals were prepared in high yields under mild conditions via the reaction of triethyl orthoformate with aldehydes and ketones in absolute ethanol in the presence of as low as 0.1 tool% of Yb(OTf)3. Using the same catalyst in THF-H2O, these O,O'-diethyl acetals could be converted to the corresponding carbonyl compounds efficiently. This new protection-deprotection protocol presents the advantages of ease of execution, high efficiency and good chemoselectivity.展开更多
An efficient method has been developed for one-pot three-component coupling reactions of various aldehydes, 1-cyclohexen-2-one, and primary or secondary amines in the presence of a catalytic amount of Yb(OTf)3 under...An efficient method has been developed for one-pot three-component coupling reactions of various aldehydes, 1-cyclohexen-2-one, and primary or secondary amines in the presence of a catalytic amount of Yb(OTf)3 under mild conditions to afford the corresponding 2-arylmethyl N-substituted anilines in good yields. In addition, the catalyst was easily recovered and could be reused for at least four cycles without any loss of activity.展开更多
基金Project supported by the National Natural Science Foundation of China (Nos. 20425205, 20321202) and the Shanghai Municipal Commission of Science and Technology (Nos. 04DZ 14901, 06QH 14016).
文摘O,O'Diethyl acetals were prepared in high yields under mild conditions via the reaction of triethyl orthoformate with aldehydes and ketones in absolute ethanol in the presence of as low as 0.1 tool% of Yb(OTf)3. Using the same catalyst in THF-H2O, these O,O'-diethyl acetals could be converted to the corresponding carbonyl compounds efficiently. This new protection-deprotection protocol presents the advantages of ease of execution, high efficiency and good chemoselectivity.
基金Project supported by the National Natural Science Foundation of China (No. 20672035) and Key Laboratory of 0rganofluorine Chemistry, Shanghai Institute of 0rganic Chemistry, Chinese Academy of Sciences.
文摘An efficient method has been developed for one-pot three-component coupling reactions of various aldehydes, 1-cyclohexen-2-one, and primary or secondary amines in the presence of a catalytic amount of Yb(OTf)3 under mild conditions to afford the corresponding 2-arylmethyl N-substituted anilines in good yields. In addition, the catalyst was easily recovered and could be reused for at least four cycles without any loss of activity.