A kind of preparation method of dibenzo[c,e][1,2]thiazine-5-oxo series compound with tricyclic structure

Abstract

The invention provides a preparation method of dibenzo[c,e][1,2]thiazine-5-oxo series compounds with tricyclic structure. The method uses simple raw materials such as iminosulfone and aryl halide as the reaction substrates, so that a series cyclization reaction occurs under the combined action of a palladium catalyst, a phosphine ligand, and an organic small molecule-mediated reagent, and efficiently synthesizes a tricyclic Structure of dibenzo[c,e][1,2]thiazine-5-oxygen series compounds. The method of the invention can start from simple raw materials, and through one-step reaction, can synthesize the three-membered ring compound that introduces the iminosulfone structure segment into the aromatic molecular skeleton. The iminosulfone derivative obtained by the method of the invention has potential biological or pharmaceutical activity, novel molecular skeleton and wide substrate applicability. The reaction condition is mild, the operation is simple, the cost is low, the by-products are few, the separation and purification are convenient, and it is applicable to large-scale preparation.

Description

technical field [0001] The present invention relates to a derivative of a sulfur- and nitrogen-containing heteropolycyclic drug skeleton, in particular to a derivative of a dibenzo[c,e][1,2]thiazine-5-oxygen series compound with a tricyclic structure Preparation. Background technique [0002] Benzothiazine derivatives are heterocyclic skeleton structures containing benzene rings and six-membered sulfur nitrogen heterocycles. The presence of stereosulfur atoms greatly increases the complexity of such molecules, making them ideal for crop protection and medicinal chemistry. Key components of biologically active molecules [(a) Williams, T.R.; Cram, D.J.J.Org.Chem.1973, 38, 20. (b) Lombardino, J.G.; Kuhla, D.E. 73. (c) Lücking, U. Angew. Chem. Int. Ed. 2013, 52, 9399.]. [0003] Compounds containing benzothiazine structures also play an important role in organic synthesis. For example, chiral benzothiazine can synthesize (+)-curcumene compounds through a series of processes s...

AI Technical Summary

Problems solved by technology

Although it is possible to realize the synthesis of a small amount of polycyclic compounds through special substrate design, multi-step reaction steps are required, the substrate structure is complex, the synthesis process is various, and noble metal catalysts such as ruthenium, rhodium, and palladium have to be used for many times, which limits Its application in biomedicine, organic synthesis, etc.

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