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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