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- W2559966706 abstract "An efficient one-pot synthesis of a new class of 3,4,5-trisubstituted isoxazoline N-oxides/isoxazoles and dihydroisoxazoles is developed by a green approach from aromatic and aliphatic aldehydes by controlling the reaction conditions. Aldehydes were reacted with ethyl nitroacetate in the presence of DABCO as a catalyst under ultrasonication. In aromatic aldehydes, isoxazoline N-oxides were obtained exclusively when the reaction was carried out at 40 °C, but raising the temperature to 80 °C isoxazoles were formed selectively. Aliphatic aldehydes, on the other hand, gave a mixture of isoxazoline N-oxides and dihydroisoxazoles where the ratio of these depended on the bulk of the aliphatic chain on the aldehyde. This is the first method for the synthesis of aliphatic 4-substituted-3,5-bis(ethoxycarbonyl)-isoxazoline N-oxides and 4-substituted-3,5-bis(ethoxycarbonyl)-dihydroisoxazoles with good to excellent yields." @default.
- W2559966706 created "2016-12-16" @default.
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- W2559966706 date "2017-01-01" @default.
- W2559966706 modified "2023-10-07" @default.
- W2559966706 title "Divergent synthesis of polysubstituted isoxazoles, isoxazoline N-oxides, and dihydroisoxazoles by a one-pot cascade reaction" @default.
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- W2559966706 doi "https://doi.org/10.1016/j.tet.2016.12.005" @default.
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