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Preparation method of 3,3'-bisindolone type compound

A bisindolinone and compound technology, applied in the field of organic synthesis, can solve the problems of waste of reagents, expensive raw materials and additives, and limitations

Active Publication Date: 2018-06-08
NINGBO UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the former has cumbersome steps and expensive raw materials and auxiliaries, and the latter uses an equivalent amount of alkali to cause waste of reagents and environmental pollution. These shortcomings limit the use of these methods

Method used

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  • Preparation method of 3,3'-bisindolone type compound
  • Preparation method of 3,3'-bisindolone type compound
  • Preparation method of 3,3'-bisindolone type compound

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 2

[0038] Example 2 No copper catalyst was added, other conditions were the same as in Example 1, and the yield of the target product was 5%.

Embodiment 3

[0039] Example 3 No oxidizing agent was added, the other conditions were the same as in Example 1, and the yield of the target product was 8%.

Embodiment 4

[0040] Example 4 with CuSO 4 As a copper catalyst, all the other conditions were the same as in Example 1, and the target product yield was 29%.

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PUM

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Abstract

The invention belongs to the field of organic synthesis, and particularly relates to a preparation method of a 3,3'-bisindolone type compound. A 2-indolone type compound shown as a formula II is heated and stirred for reaction for a period of time under the condition of using a copper catalyst and di-t-butyl peroxide as oxidizing agents; the 3,3'-bisindolone type compound shown as a formula I is obtained; the formulas I and II are shown in the description.

Description

technical field [0001] The invention belongs to the field of organic synthesis, and in particular relates to a preparation method of 3,3'-bisindolinone compounds. Background technique [0002] 3,3′-Bisindolinone compounds have attracted wide and lasting attention from chemists and biologists because of their unique structural characteristics and physiological activities. 3,3'-bisindolinone compounds not only have higher biological activity (can be considered prior art literature 1 etc.: Synthesis of 2-Oxindoles Sharing Vicinal All-Carbon Quaternary Stereoenters via Organocatalytic Aldol Reaction, Subhadip De etc., J. Org.Chem.2016, 81, 12258), and it is a key intermediate for the total synthesis of many important natural products (see prior art literature 2, etc.: Organocatalytic Michael Addition of Indoles to Isatylidene-3-aeetaldehydes: Application to the Formal Total Synthesis of (-)-Chimonanthine, Renrong Liu et al., Org. Lett. 2013, 15, 2266). [0003] For the synthes...

Claims

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Application Information

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IPC IPC(8): C07D209/34
CPCC07D209/34
Inventor 包雯慧魏文廷高乐涵王昕晔
Owner NINGBO UNIV