Catalytic synthesis method of N-p-toluenesulfonyl-2-substituted indole compound

Abstract

The invention discloses an N-p Toluenesulfonyl-2-the catalytic synthesis method of substituted indole compound, which includes the following steps: under the condition of normal temp and normal pressure, N-p -Toluenesulfonyl-2-alkynyl-substituted aniline is dissolved in acetonitrile, and the molar volume ratio of N-p -Toluenesulfonyl-2-alkynyl-substituted aniline to acetonitrile is 1.1 mmol / mL togive acetonitrile solution of N-P-Toluenesulfonyl-2-alkynyl-substituted aniline; adding cuprous chloride and cesium carbonate into acetonitrile solution, wherein the molar amounts of the cuprous chloride and the cesium carbonate are respectively 5% of molar amount of N-p -Toluenesulfonyl-2-alkynyl-substituted aniline; thereafter, the mixture is stirred at room temperature for 6 hours, and the reaction is carried out to give N-P-Toluenesulfonyl-2-substituted indole compounds. The synthesis method has low cost and high yield, and the cost of the catalyst for preparing 1g of N-P-Toluenesulfonyl-2-substituted indole compound is reduced by three orders of magnitude compared with the prior synthesis method taking the rhodium catalyst as the catalyst, and the yield is improved to 89.1-97.0%.

Description

technical field [0001] The invention relates to a compound synthesis method, in particular to a catalytic synthesis method of N-p-toluenesulfonyl-2-substituted indole compounds. Background technique [0002] 2-Substituted indole compounds widely exist in natural products and pharmaceutical molecules, and have attracted much attention because of their good antibacterial, antioxidant, and antitumor activities. Since 2-substituted indole compounds can be obtained by removing p-toluenesulfonyl compounds from N-toluenesulfonyl-2-substituted indole compounds, N-p-toluenesulfonyl-2-substituted indole compounds have become an important method for the synthesis of 2- It is an important intermediate of substituted indole compounds and is a very valuable chemical product. At present, using N-p-toluenesulfonyl-2-alkynyl substituted aniline as raw material, the synthesis of N-p-toluenesulfonyl-2-substituted indole compounds through intramolecular ring closure reaction is a relatively ge...

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Problems solved by technology

At present, using N-p-toluenesulfonyl-2-alkynyl substituted aniline as raw material, the synthesis of N-p-toluenesulfonyl-2-substituted indole compounds through intramolecular ring closure reaction is a relatively general preparation method, but the synthesis Most of the methods need to use expensive noble metal catalysts or higher temperature, the preparation cost is higher, and the product yield is moderate

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