Synthesis 2017; 49(06): 1356-1370
DOI: 10.1055/s-0036-1588655
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Tricyclic Isoxazoles via Sequential [3+2] Dipolar Cycloaddition­ and Palladium-Catalyzed Intramolecular Arylation Reactions

Authors

  • Dong-Cai Guo

    College of Chemistry, Chemical Engineering and Environmental Engineering, Liaoning Shihua University, Dandong Lu West 1, Fushun 113001, P. R. of China   eMail: yupeng.he@lnpu.edu.cn   eMail: fang.yu@lnpu.edu.cn
  • Chao Zhang

    College of Chemistry, Chemical Engineering and Environmental Engineering, Liaoning Shihua University, Dandong Lu West 1, Fushun 113001, P. R. of China   eMail: yupeng.he@lnpu.edu.cn   eMail: fang.yu@lnpu.edu.cn
  • Fei Li

    College of Chemistry, Chemical Engineering and Environmental Engineering, Liaoning Shihua University, Dandong Lu West 1, Fushun 113001, P. R. of China   eMail: yupeng.he@lnpu.edu.cn   eMail: fang.yu@lnpu.edu.cn
  • Fenghua Zhang

    College of Chemistry, Chemical Engineering and Environmental Engineering, Liaoning Shihua University, Dandong Lu West 1, Fushun 113001, P. R. of China   eMail: yupeng.he@lnpu.edu.cn   eMail: fang.yu@lnpu.edu.cn
  • Fang Yu*

    College of Chemistry, Chemical Engineering and Environmental Engineering, Liaoning Shihua University, Dandong Lu West 1, Fushun 113001, P. R. of China   eMail: yupeng.he@lnpu.edu.cn   eMail: fang.yu@lnpu.edu.cn
  • Yu-Peng He*

    College of Chemistry, Chemical Engineering and Environmental Engineering, Liaoning Shihua University, Dandong Lu West 1, Fushun 113001, P. R. of China   eMail: yupeng.he@lnpu.edu.cn   eMail: fang.yu@lnpu.edu.cn
Weitere Informationen

Publikationsverlauf

Received: 20. August 2016

Accepted after revision: 27. Oktober 2016

Publikationsdatum:
01. Dezember 2016 (online)


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Abstract

An efficient synthetic route to tricyclic isoxazoles via sequential copper-catalyzed 1,3-dipolar cycloaddition and palladium-catalyzed intramolecular arylation of isoxazoles is described. Based on these reactions, a convenient one-pot synthesis of the tricyclic isoxazoles from terminal alkyne and hydroximoyl chlorides by using a cascade process was also developed.

Supporting Information