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Progress in [4+1] Cycloadditions of Conjugated Dienes

  • Yefei Zhang ,
  • Yong Tang ,
  • You-Yun Zhou
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  • a School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001
    b Department of Chemistry and Shenzhen Grubbs Institute, Southern University of Science and Technology, Shenzhen, Guangdong 518055
    c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032

Received date: 2024-07-29

  Revised date: 2024-09-04

  Online published: 2024-09-19

Supported by

Startup Fund of Southern University of Science and Technology and the Guangdong Provincial Key Laboratory of Catalysis(2020B121201002)

Abstract

Five-membered ring motifs widely exist in many natural products, pharmaceuticals and organic materials, and are also important intermediates in organic synthesis and core structures for drug development. Therefore, highly efficient approaches for the synthesis of five-membered cyclic compounds are in high demand. [4+1] cycloaddition of readily available conjugated diene provides an efficient and straightforward strategy to construct five-membered carbo- and heterocyclic compounds in an atom-economic manner, and have therefore attracted more attention from the synthetic community. In recent years, duo the significant advances in transition-metal catalysis and precursors of one-atom synthons, [4+1] cycloadditions, which convert simple and readily accessible substrates into complex and diverse five-membered ring molecules, are rapidly growing and a series of excellent achievements have been reported. This review presents the progress in [4+1] cycloaddition reactions of conjugated diene with various one-atom synthons involving carbon monoxide (CO), carbenes, silylenes, germylenes and nitrenes. The reactions and their mechanisms are discussed according to the types of one-atom synthons. Furthermore, the challenges and future development trends in this field are also prospected.

Cite this article

Yefei Zhang , Yong Tang , You-Yun Zhou . Progress in [4+1] Cycloadditions of Conjugated Dienes[J]. Chinese Journal of Organic Chemistry, 2025 , 45(1) : 1 -21 . DOI: 10.6023/cjoc202407043

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