Literature DB >> 29789833

Zinc-catalyzed reaction of isoxazoles with thioynol ethers involving an unprecedented 1,2-sulfur migration.

Xin-Qi Zhu1, Qing Sun, Zhi-Xin Zhang, Bo Zhou, Pei-Xi Xie, Wen-Bo Shen, Xin Lu, Jin-Mei Zhou, Long-Wu Ye.   

Abstract

A novel zinc-catalyzed reaction of isoxazoles with thioynol ethers involving an unprecedented 1,2-sulfur migration has been developed, which represents the first example of a non-noble metal-catalyzed reaction between isoxazoles and alkynes. This method allows the facile and atom-economical synthesis of a range of valuable β-keto enamides. Moreover, the computational study provides further evidence for the feasibility of the proposed reaction mechanism.

Entities:  

Year:  2018        PMID: 29789833     DOI: 10.1039/c8cc03140a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

1.  Gold(I)-Catalyzed Synthesis of 3-Sulfenyl Pyrroles and Indoles by a Regioselective Annulation of Alkynyl Thioethers.

Authors:  Peter E Simm; Prakash Sekar; Jeffery Richardson; Paul W Davies
Journal:  ACS Catal       Date:  2021-05-13       Impact factor: 13.084

2.  AgNTf2-catalyzed formal [3 + 2] cycloaddition of ynamides with unprotected isoxazol-5-amines: efficient access to functionalized 5-amino-1H-pyrrole-3-carboxamide derivatives.

Authors:  Ziping Cao; Jiekun Zhu; Li Liu; Yuanling Pang; Laijin Tian; Xuejun Sun; Xin Meng
Journal:  Beilstein J Org Chem       Date:  2019-11-04       Impact factor: 2.883

  2 in total

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