Synthesis method and application of chiral alpha-propargyl-3-indole compound and derivative thereof

Abstract

The invention belongs to the technical field of medical chemistry, and particularly relates to a synthesis method and application of a chiral alpha-propargyl-3-indole compound and a derivative thereof, and the compound and the derivative thereof take a diazo compound, alcohol and indole propargyl alcohol as raw materials, Rh2 (esp) 2 and chiral phosphoric acid as catalysts, and a molecular sieve as a water absorbent, and are subjected to a one-pot reaction to prepare the chiral alpha-propargyl-3-indole compound. And carrying out a one-step three-component reaction in an organic solvent. The method disclosed by the invention has the advantages of high atom economy, good selectivity, mild reaction conditions, high yield, simplicity and safety in operation and the like. Moreover, the chiral alpha-propargyl-3-indole compound and the derivative thereof have a lot of biological activities, and the indole skeleton and the indolinone skeleton contained in the compound are important structural fragments of a lot of complex natural products with biological activities, so that the chiral alpha-propargyl-3-indole compound and the derivative thereof have a good application prospect. The compound can be used as an important intermediate of medicine and chemical industry, and has a wide application prospect in the field of medicine.

Description

technical field [0001] The invention belongs to the technical field of medicinal chemistry, and specifically relates to a synthesis method and application of chiral α-propargyl-3-indole compounds and derivatives thereof. Background technique [0002] Chiral α-propargyl-3-indole compounds widely exist in natural products and drug molecules. They are an important skeleton structure for building natural products and drugs, and are also important intermediates in organic synthesis and drug synthesis. Due to its high biological activity, the synthesis of this type of compound is one of the important fields of organic chemistry research, but its asymmetric synthesis still presents great challenges. [0003] At present, some progress has been made in the synthesis of propargyl-containing heterocyclic skeleton compounds using propargyl alcohol as a raw material. There are two main synthetic methods of existing propargyl-containing heterocyclic skeleton compounds, one is to use prop...

AI Technical Summary

Problems solved by technology

However, the substrates used in the existing methods are limited to some relatively simple structures and lack structural diversity, which leads to the disadvantages of the synthesized propargyl-containing heterocyclic skeleton compounds such as limited scope of substrate application and poor selectivity.

Therefore, it is necessary to develop a novel method for the synthesis of propargyl-containing heterocyclic skeleton compounds, so as to improve the defects such as the limited range of substrate application and poor selectivity.

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