Method for synthesis of 5-nitryl-4, 5-dihydrofuran derivant

Abstract

The invention discloses a synthetic method of 5-nitryl-4, 5-dihydrofuran derivates, comprising: taking one of Beta-nitrostyrene with a substituent on a benzene ring, Beta-nitrofuran ethylene with a substituent on a furan ring, Beta-nitrothiophene ethylene with a substituent on a thiophene ring, Beta-nitropyrrole ethylene with a substituent on a pyrrol ring and Beta-nitropyridine ethylene with a substituent on a pyridine ring as well as manganic acetyl acetonate (III) as reactants, and anhydrous alcohol as a reaction solvent, and preparing the 5-nitryl-4, 5-dihydrofuran derivates by the reaction at a temperature of between 30 and 70 DEG C. The raw materials used in the method are low-priced and can be obtained easily, and have a plurality of species, and the synthesized products can serve as potential molecules having the biological activity and key intermediates; and the method utilizes ethanol as a reaction medium, so as to reduce the pollution, shorten the reaction time, simplify the reaction operation and post treatment process, and reduce production costs. The method has advantages of good selectivity and high yield.

Description

technical field [0001] The invention relates to the field of organic synthesis, in particular to a method for synthesizing 5-nitro-4,5-dihydrofuran derivatives. Background technique [0002] In organic chemistry, dihydrofuran derivatives are a very important class of synthetic intermediates. They can be oxidized to synthesize furan derivatives, and can also be reduced to obtain tetrahydrofuran derivatives, which are further used in the synthesis of drugs and important natural products. [0003] In the prior art, there is only one related report on the preparation of 5-nitro-4,5-dihydrofuran derivatives: [0004] (1) E.V.Trukhin reported the Michael addition reaction between acetylacetone and β,β-dinitrostyrene in the presence of sodium methoxide. The reaction was carried out at -3~-5°C for 1 hour, and then the temperature was raised to 18°C. React at ~20°C for 2 hours to obtain an intermediate product with a yield of 70%; [0005] Then use triethylamine as a catalyst and a...

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Problems solved by technology

[0009] In the above method, the reaction is relatively complicated, the reaction conditions are relatively harsh, and the yield is low; the reactant has a special structure, less types, and there are not many types of synthesized products. Due to many defects in the prior art, it is very important to develop a green and efficient synthesis method. important

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