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Diphenyl telluride derivative and preparation method thereof

A technology for diphenyl tellurium ether and derivatives is applied in the field of diphenyl tellurium ether derivatives and their preparation, which can solve the problems of low activity of halogenated aromatic hydrocarbons, difficult synthesis, low yield and the like, and achieves short reaction time and simple preparation method. , the effect of high efficiency

Inactive Publication Date: 2016-04-27
ANHUI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it is not easy to synthesize asymmetric diaryl tellurides by this method, because the activity of halogenated aromatic hydrocarbons is relatively small.
To complete this type of reaction, harsh reaction conditions, the action of a strong base and the presence of a ligand are required, and the reaction usually takes a long time and the yield is not high

Method used

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  • Diphenyl telluride derivative and preparation method thereof
  • Diphenyl telluride derivative and preparation method thereof
  • Diphenyl telluride derivative and preparation method thereof

Examples

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Effect test

Embodiment 1

[0032] A diphenyl telluride ether derivative, the structural formula of the diphenyl telluride ether derivative is:

[0033]

[0034] A preparation method of diphenyl telluride ether derivative, the preparation method comprises the following steps:

[0035] (1) Using 830mmol sodium hydride as a catalyst, add 200mmol of diisopropylmalonate and 440mmol of propargyl bromide to 210mL of anhydrous acetonitrile in an ice-water bath, stir and react for 8 hours, wash the product with water, and extract with ethyl acetate. Rotate to dry under reduced pressure to obtain a brown-yellow solid product, namely compound 1;

[0036]

[0037] (2) Mix 80mmol compound 1 with 200mmol phenylethynyl bromide in Pd(PPh 3 ) 2 Cl 2 / CuI anhydrous and oxygen-free catalytic system (2.56mmol / 0.85mmol), the molar ratio of Pd(PPh 3 ) 2 Cl 2 :CuI=3:1, use 336mmol triethylamine as base, 150mL of anhydrous acetonitrile as solvent, stir the reaction at room temperature for 12 hours, wash the product with water, extrac...

Embodiment 2

[0046] A diphenyl telluride ether derivative, the structural formula of the diphenyl telluride ether derivative is:

[0047]

[0048] A preparation method of diphenyl telluride ether derivative, the preparation method comprises the following steps:

[0049] (1) Using hydrogen 830mmol sodium as a catalyst, add 200mmol of diisopropyl malonate and 440mmol of propargyl bromide to 210mL of anhydrous acetonitrile in an ice-water bath, stir and react for 8 hours, wash the product with water, and extract with ethyl acetate , And spin-dry under reduced pressure to obtain a brown-yellow solid product, namely compound 1;

[0050]

[0051] (2) Mix 80mmol of compound 1 and p-200mmol of ethylphenylethynyl bromide in Pd(PPh 3 ) 2 Cl 2 / CuI anhydrous and oxygen-free catalytic system (2.56mmol / 0.85mmol), the molar ratio of Pd(PPh 3 ) 2 Cl 2 :CuI=3:1, use 336mmol triethylamine as the base, 150mL anhydrous acetonitrile as the solvent, stir the reaction at room temperature for 12 hours, wash the product...

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PUM

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Abstract

The invention discloses a diphenyl telluride derivative and a preparation method thereof. Compared with the prior art, a series of novel diphenyl telluride derivatives are provided. Compared with ordinary diphenyl telluride derivatives, the prepared diphenyl telluride derivative has multiple rings, the structure is more complicated and diversified, the diphenyl telluride derivative has wider application prospect in chemical industry production and clinical medicines, the provided preparation method is simple and efficient, the reaction time is short, and the efficiency is high.

Description

Technical field [0001] The invention belongs to the field of organic compounds, and specifically relates to a diphenyl telluride ether derivative and a preparation method thereof. Background technique [0002] With the wide application of organic sulfur and selenium compounds in synthesis, the application of organic tellurium compounds in organic synthesis has also received widespread attention in recent years. Compared with organic sulfur and selenide, organic tellurium compounds have the following characteristics: (1) The R bond formed by tellurium is weaker than that of sulfur and selenium, so C-Te, O-Te, and N-Te bonds are stronger than those formed by sulfur and selenium. The corresponding bond is easy to break; (2) RTeM (M = Na, Li, MgX, etc.) is an effective nucleophile, which can react with a variety of soft acids; and RTeX (X is halogen, CN, O 2 CF 3 Etc.) is an effective electrophilic reagent, which can react with a variety of soft bases, which can make it easy for orga...

Claims

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Application Information

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IPC IPC(8): C07C395/00
CPCC07C67/343C07C395/00C07C69/606C07C69/618
Inventor 胡益民毛春艳
Owner ANHUI NORMAL UNIV
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