Catalyst-free alkyl carboxylate decarboxylation and decarboxylation Giese radical addition reaction

Abstract

A catalyst-free alkyl carboxylate decarboxylation and decarboxylation Giese radical addition reaction is as follows: in a solution environment, an alkyl N-(acyloxy) phthalimide compound, hantzsch ester and an alkenyl compound react in an inert protective atmosphere under blue violet light irradiation with a wavelength range of 370-470 nm, and the equivalent ratio of alkyl N-(acyloxy) phthalimide compound to hantzsch ester to alkenyl compound is 1: 1-3: 1-2. The photoactivated hantzsch ester is converted into free radicals. Under the attack of the free radicals, the alkyl N-(acyloxy) phthalimide compound can undergo decarboxylation reaction without a catalyst and Giese radical addition reaction with the alkenyl compound.

Description

technical field [0001] The invention belongs to the field of organic chemistry, and in particular relates to a catalyst-free decarboxylation of an alkyl carboxylate and a decarboxylation Giese radical addition reaction. Background technique [0002] Aliphatic carboxylic acids have excellent properties such as easy operation, abundant products, and environmental friendliness, and can be widely used in green chemical synthesis. Based on this, the decarboxylation of alkyl carboxylate and decarboxylation Giese radical addition reaction with aliphatic carboxylic acid as reactant has been intensively developed. At present, the method mainly used to promote the decarboxylation of carboxylate to form a carbon-carbon bond structure is: under high temperature reaction conditions, using transition metal complexes as catalysts to catalyze the reaction of reactants. However, the catalysts used for the above purposes are often expensive, which greatly increases the cost of raw materials ...

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Problems solved by technology

However, the catalysts used for the above purposes are often expensive, which greatly increases the cost of raw materials in production and reduces the economic benefits of production.

In addition, the catalyst mixed in the target product is often highly toxic and difficult to separate from the target product. The manufacturer must invest a lot of technical costs in order to separate the catalyst in the target product. At the same time, the remaining catalyst in the target product that cannot be separated It will also reduce the purity of the target product and affect the quality of the product

For example, the decarboxylation product obtained by the Barton decarboxylation reaction is inevitably mixed with tin compounds and mercaptans. These substances have high toxicity and pungent odor, which introduce safety hazards to the product. The cost of separating these substances from the product Occupies a large proportion of the product output cost

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