A kind of synthetic method of benzimidazole [1,2-c] quinazoline compound

Abstract

The invention belongs to the technical field of synthesis of compounds, and particularly relates to a synthetic method of a benzimidazole [1,2-c] quinazolines compound. The synthetic method of the benzimidazole [1,2-c] quinazolines compound comprises the following steps: under the condition of alkalinity, assisting in copper to catalyzing 2-(2-halo phenyl) benzimidazole and primary amine at firstby using ultraviolet light to carry out Uhlmann coupling reaction; and then carrying out oxidized ring closure and oxidized dehydrogenation by using oxygen as an oxidizing agent to form the benzimidazole [1,2-c] quinazolines compound. The method is carried out at a room temperature, wherein the molar ratio of 2-(2-halo phenyl) benzimidazole, alkali and amine is 1: 3: (1-3), and the use amount of acopper catalyst is 20 mmol%. Iodobenzene with high activity is used in photocatalyzed Uhlmann N-arylation of aryl halide in the prior art, moreover, reports for carbon-hydrogen bond ammonium oxide are finished under the condition of heating, and furthermore, benzylamines are used. Photocatalyzed Uhlmann N-arylation of aryl chloride and aryl fluoride is broken through; and moreover, carbon-hydrogen bond oxidation and amination reaction of photocatalyzed non-benzylamine aliphatic amines are also broken through.

Description

technical field [0001] The invention belongs to the technical field of compound synthesis, and in particular relates to a synthesis method of benzimidazolo[1,2-c]quinazoline compounds. Background technique [0002] Benzimidazole [1,2-c] quinazoline has many medicinal activities, however, there are few reports about the synthesis method of benzimidazole [1,2-c] quinazoline, and in the reported methods, all There are many disadvantages such as: the synthesis of raw materials requires toxic reagents, the addition of strong oxidants, and the use of highly active reaction substrates. [0003] In 2012, Sang et al reported the copper-catalyzed synthesis of benzimidazoloquinazoline derivatives using 2-(2-halophenyl)benzimidazole and benzylamine as raw materials under heating conditions (Sang P, Xie Y, Zou J , et al. Copper-catalyzedsequential Ullmann N-arylation and aerobic oxidative C-H amination: aconvenient route to indolo[1,2-c]quinazoline derivatives.[J].Org.Lett.,2012,14,3894...

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Problems solved by technology

[0005] The synthetic methods of the above-mentioned benzimidazoloquinazoline derivatives all have great limitations, such as: harsh reaction conditions, low yield, etc.

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