A kind of preparation method of fused ring compound

A compound and fused ring technology, applied in the field of the preparation of fused ring compounds, can solve the problems of poor compatibility of fused ring compounds, cumbersome preparation route steps, limited applicability of substrates, etc., and achieve the effect of good compatibility and excellent regioselectivity

Active Publication Date: 2022-08-09
SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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  • Abstract
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AI Technical Summary

Problems solved by technology

[0005] The problem to be solved by the present invention is to overcome defects such as cumbersome preparation route steps of fused ring compounds in the prior art, unavailable raw materials, limited applicability of substrates, and poor compatibility of the synthetic method of phenanthrene ring skeleton to fused ring compounds, etc., and provide A kind of preparation method of condensed ring compound

Method used

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  • A kind of preparation method of fused ring compound
  • A kind of preparation method of fused ring compound
  • A kind of preparation method of fused ring compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0116] Example 1 examine the substrate compatibility

[0117]

[0118] In the dry sealing tube, the protection of the mule, add 3.4mg PD (OAC) respectively 2 , 16.2mg DPEPHOS, 77.4mg 1A (0.3mmol), 47.1 μL 2A (0.45mmol), 82.8mg K K 2 CO 3 , 1.5ml dioxane, heating to 130 ° C, stirring for 5 hours. Downside to room temperature, concentration, residual objects are based on orthopedic anxane as the cylinder layer, collecting product bands, obtained 3AA white solid 65mg, and the yield is 85 %.

[0119] 1 H nmr (400MHz, CDCL 3 ) Δ8.77 (d, j = 8.0Hz, 1H), 8.72 (d, j = 8.4Hz, 1H), 7.92-7.88 (m, 2H), 7.68-7.59 (m, 4H), 7.56-7.43 (m m , 6h) PPM; EI-MS M / Z ( %): 254.1 (M + );

[0120] At 130 ° C, keep the compound of 2A unchanged and change the substrate 1A. Other conditions are the same as the above embodiments. The product and yield are as follows 1:

[0121]

[0122]

[0123]

[0124]

[0125] At 130 ° C, keep the compound 1A unchanged and change the substrate 2A. Other conditions ...

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Abstract

The invention discloses a preparation method of condensed ring compound III. The preparation method of the present invention includes the following steps: in a solvent, in the presence of palladium acetate, a base and a ligand, compound I and compound II are subjected to the reaction shown below to obtain compound III. The preparation method of the present invention has good compatibility with the substrate, and can obtain a variety of condensed aromatic hydrocarbon compounds in a short time through convergent synthesis relatively simply, and especially the heteroatom-containing condensed aromatic hydrocarbons show extremely excellent regions Optional.

Description

Technical field [0001] The present invention involves a method of preparing a thick ring compound. Background technique [0002] Thick ring aromatics skeleton exists widely in natural products, active drugs and functional materials molecules. These molecules are even used in the study of medicine, agronomy, grassology, pharmacy, optics, electrical and material science. Among them, the replacement of the Philippine Classic compounds was watched by scientists for its unique optical properties. [0003] The method of synthetic synthesis replace the Philippines Classic compounds is: 1. Starting from the replacement of phenyl, the strategy of coupling or circulating is synthesized; The Philippine Ring is reacted by the free radical or ionic mechanism to react with the unsaturated compound. Although the above two strategies can successfully synthesize multiple types of replacement of Philippine compounds, the preparation of raw materials does require multiple steps to obtain, and some ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C1/28C07C15/30C07C15/38C07C17/269C07C25/22C07C22/08C07C41/30C07C43/20C07C67/343C07C69/76C07C319/20C07C321/28C07D213/127C07D213/16C07D213/64C07D221/10C07D221/18C07D241/38C07D277/60C07D307/77C07D333/74C07F7/08
CPCC07D213/64C07D213/16C07D213/127C07D221/18C07D221/10C07D241/38C07D277/60C07D307/77C07D333/74C07C1/28C07C17/269C07C41/30C07C67/343C07C319/20C07F7/0805C07F7/083C07C15/30C07C25/22C07C22/08C07C43/20C07C15/38C07C69/76C07C321/28Y02P20/55
Inventor 林国强冯陈国魏东李梦尧朱彬彬
Owner SHANGHAI INST OF ORGANIC CHEM CHINESE ACAD OF SCI
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