Synthetic method of 5-nitryl-2,4-diphenyl cyclopentyl-2-ene-1,1-dinitrile and derivative thereof

Abstract

The invention discloses a synthetic method of 5-nitryl-2,4-diphenyl cyclopentyl-2-ene-1,1-dinitrile and a derivative thereof, which comprises the following steps of: in the presence of a catalyst, adding substituted or non-substituted 1-bromine-1-nitryl-2-styrene and substituted or non-substituted 1,1-dinitrile-2-methyl-2-styrene into a reaction solvent for reaction, and post processing a reaction product to obtain the 5-nitryl-2,4-diphenyl cyclopentyl-2-ene-1,1-dinitrile and the derivative thereof. The method has the advantages of flexible reaction time, higher yield, low price and easy obtainment of most solvents, environmental protection, simple operation, wide application range and the like and is suitable for industrialized production. The invention also discloses the 5-nitryl-2,4-diphenyl cyclopentyl-2-ene-1,1-dinitrile and the derivative thereof, which have the following structural formulae; and the compound has better antibacterial and insecticidal actions.

Description

technical field The invention relates to the field of synthesis of organic compounds, in particular to a synthesis method of 5-nitro-2,4-diphenylcyclopent-2-ene-1,1-dinitrile and derivatives thereof. Background technique Cyclopentene and its derivatives are an important class of organic compounds. As the structural units of some natural products and drugs, they have a wide range of biological and pharmacological activities. For example, many cyclopentene derivatives have physiological effects such as antibacterial, fish poisoning, insecticide, weed control, antiallergic and anticancer. Therefore, the synthesis of cyclopentene and its derivatives has broad application prospects. At present, the method for the synthesis of cyclopentene derivatives commonly used is as follows reaction formula (a): However, existing synthetic methods all need to adopt toxic metals as catalysts, for example: a kind of reductive cyclization reaction (Synthetic Communications, 32(21), 3311-3...

AI Technical Summary

Problems solved by technology

However, existing synthetic methods all need to adopt toxic metals as catalysts, for example: a kind of reductive cyclization reaction (Synthetic Communications, 32(21), 3311-3317; 2002), and vanadium-catalyzed stereo dimerization of arylmethylene malononitriles in the presence of chlorine and zinc (T-etrahedron Letters, 41(44), 8517- 8521; 2000), the above two methods are catalyzed by toxic metals, which seriously pollute the environment and cannot meet the needs of industrial production

And about 5-nitro-2,4-diphenylcyclopent-2-ene-1,1-dinitrile (5-nitro-2,4-diphenylcyclopent-2-ene-1,1-dicarbonitrile) and its The study of derivatives has not been reported in the literature so far

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