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Chinese Journal of Organic Chemistry >

2014 , Vol. 34 >Issue 12: 2385 - 2405

DOI: https://doi.org/10.6023/cjoc201406049

REVIEW

Progress in Phosphine-Promoted Annulations between Two Electrophiles

  • Zhou Rong ,
  • Liu Rongfang ,
  • Li Ruifeng ,
  • He Zhengjie
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  • a. College of Chemistry and Chemical Engineering, Taiyuan University of Technology, Taiyuan 030024;
    b. State Key Laboratory of Elemento-Organic Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071

Received date: 2014-06-29

  Revised date: 2014-08-12

  Online published: 2014-08-28

Supported by

Project supported by the National Natural Science Foundation of China (No. 21272119), the Qualified Personnel Foundation of Taiyuan University of Technology (No. tyutrc-201357a), and the Youth Foundation of Taiyuan University of Technology (No. 2013Z043).

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Abstract

The development of highly efficient synthetic methods of cyclic compounds is of great significance in the syntheses of pharmaceutically active molecules, natural products and other functional organic molecules. Recently, phosphine-promoted annulations of two electrophiles, which provide highly efficient access to various carbo-and heterocycles, have attracted extensive interest from synthetic chemists due to their merits such as ready availability of starting materials, mild and metal-free conditions. Generally, this kind of annulation reaction proceeds through a key step to generate an active zwitterionic intermediate via nucleophilic addition of the phosphine to an electrophile. According to different sources of the zwitterions, this review summarizes the recent progress in phosphine-promoted annulations of electron-deficient allenes, Morita-Baylis-Hillman allylic adducts, and electron-deficient alkenes with other electrophiles.

Key words： phosphine; electrophile; zwitterions; annulations

Cite this article

Zhou Rong , Liu Rongfang , Li Ruifeng , He Zhengjie . Progress in Phosphine-Promoted Annulations between Two Electrophiles[J]. Chinese Journal of Organic Chemistry, 2014 , 34(12) : 2385 -2405 . DOI: 10.6023/cjoc201406049

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