1, 4??Diazabicyclo [2.2. 2] octane (DABCO) as an Efficient Reagent for the Synthesis of Isoxazole Derivatives from Primary Nitro Compounds and Dipolarophiles: The …

L Cecchi, F De Sarlo, F Machetti

Index: Cecchi, Luca; De Sarlo, Francesco; Machetti, Fabrizio European Journal of Organic Chemistry, 2006 , # 21 p. 4852 - 4860

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Citation Number: 52

Abstract

Abstract The dehydration of primary nitro compounds can be performed by bases in the presence of dipolarophiles. The reactivity of several tertiary amines or azaheteroaromatic compounds containing one or two basic centres is shown to be related to the ability of the protonated base to establish H-bonded ion pairs with the adduct that is formed from the nitronate and the dipolarophile in chloroform. Among the organic bases examined, caged ...

~97%

~80%

~92%

~10%

~97%

~38%

Reactivity of the ester group attached isoxazoline, benzisox...

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Acid-catalyzed nitronate cycloaddition reactions. Useful syn...

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