2-cyclohexenones and process for preparing same

Abstract

The invention provides compounds of 2-cyclohexenone with its constitutional general formula on the right, in which R1, R2, R3, R4, R5, R6, R7, and R8 may be the same or be different and their species are function groups of alkyl, carbonyl, phosphoryl, cyano and so on. The method for preparing them consists of hydrating and cyclizing 1, 6-heptadiynes and water catalyzed by transient metal-aurum complen compound to prepare 2-cyclohexenones. The subtractive process of the compound reaction of this invention can be accomplished by the usual refining partition method such as the solvent extraction, the recrystallization, the distillation and the column chromatography. The invention can obtain many kinds of compounds of 2-cyclohexenone by hydration and intermolecular cyclisation of various types of 1, 6-bis-alkynes with the accelerating effect of the given metal complen compound and groups of protonic acid. Preparing 2-cyclohexenones in this method is of simple and dependable operation and is suitable for industrial administration.

Description

technical field [0001] The invention belongs to novel compounds and their preparation methods, and mainly relates to 2-cyclohexenone compounds and their preparation methods. Background technique [0002] Cyclohexenone compounds are a class of important chemical raw materials, which are widely used in the synthesis of medicines, pesticides, film photosensitive materials and other important chemicals or drugs. There are many synthetic methods of 2-cyclohexenone compounds reported, mainly focusing on starting from cyclohexene through oxidation reaction (see references 1, 2), 1,3-cyclohexanedione compounds through oxidation reaction Oxidative dehydrogenation reaction (see reference 3), intramolecular aldol reaction of diketones (see reference 4, 6, 7), ketones and 3,5,5-trisubstituted 2-cyclohexenones Between the Micheal addition cyclization reaction (see references 5, 7), starting from the aldehyde compound through the Wittig reaction to generate unsaturated aldehydes or keton...

AI Technical Summary

Problems solved by technology

However, due to the structural specificity of its functional derivatives, its synthesis is greatly limited. For example, the synthesis of 4-substituted derivatives of 2-cyclohexenones needs to introduce substituents in advance before ring closure, at least through Only 4-5 steps of chemical reaction can be completed, and if the starting material molecule has carbonyl, cyano or other functional groups, the synthesis of such compounds under alkaline conditions will be restricted

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