Process for the preparation of 2-aryl-2,3,4,5-tetrahydro-1,4-epoxybenzazepine compounds

By using Rh(III) catalyst to catalyze the coupling of nitrone compounds with allyl precursor compounds and intramolecular 1,3-dipolar cycloaddition, the complex synthetic routes and safety risks of 2-aryl-2,3,4,5-tetrahydro-1,4-epoxybenzozazepine compounds in the prior art have been solved, and an efficient and safe preparation method has been achieved.

CN117362314BActive Publication Date: 2025-11-04GUANGDONG HOSPITAL OF TRADITIONAL CHINESE MEDICINE
2 Cites 0 Cited by

Patent Information

Application Number
CN202311299528.9
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2023-10-09
Publication Date
2025-11-04
Estimated Expiration
2043-10-09

AI Technical Summary

Technical Problem

The existing synthetic routes for 2-aryl-2,3,4,5-tetrahydro-1,4-epoxybenzozazepine compounds are complex, have low overall yields, and pose safety risks, especially when using explosive reactants.

Method used

The target compound was synthesized in one step by coupling a nitrone compound with an allyl precursor compound using a Rh(III) catalyst via intramolecular 1,3-dipolar cycloaddition. The reaction was carried out under heating conditions using a rhodium catalyst, additives, and organic solvents.

Benefits of technology

It simplifies the synthetic route, improves the yield, expands the substrate range, enhances functional group tolerance, and provides a safer preparation method.

✦ Generated by Eureka AI based on patent content.
Patent Text Reader

Abstract

The application discloses a preparation method of 2-aryl-2,3,4,5-tetrahydro-1,4-epoxybenzoazepine compounds, which couples a nitro compound with an allyl precursor compound through Rh(III) catalysis, realizes C-H allylation, and then realizes 1,3-dipolar cycloaddition in a molecule to realize synthesis of a target compound in one step. The method has the advantages of simple synthesis route, wide substrate range, efficient preparation process, high yield and good application prospect.
Need to check novelty before this filing date? Find Prior Art