Literature DB >> 26023766

Gold-catalyzed selective oxidation of 4-oxahepta-1,6-diynes to 2H-pyran-3(6H)-ones and chromen-3(4H)-ones via β-gold vinyl cation intermediates.

Kegong Ji1, Xiang Liu, Bowen Du, Fang Yang, Jinming Gao.   

Abstract

α-Oxo gold carbenes generated in situ via the gold-catalyzed selective oxidation of 4-oxahepta-1,6-diynes were effectively trapped by internal alkynes, resulting in the formation of 2H-pyran-3(6H)-ones, , and chromen-3(4H)-ones, , upon facile trapping the vinyl cation intermediates by an external N-oxide and internal aryl ring system.

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Year:  2015        PMID: 26023766     DOI: 10.1039/c5cc02952j

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


  4 in total

1.  Wolff Rearrangement of Oxidatively Generated α-Oxo Gold Carbenes: An Effective Approach to Silylketenes.

Authors:  Yang Zheng; Junqi Zhang; Xinpeng Cheng; Xinfang Xu; Liming Zhang
Journal:  Angew Chem Int Ed Engl       Date:  2019-03-18       Impact factor: 15.336

Review 2.  Homogeneous Gold-Catalyzed Oxidation Reactions.

Authors:  Zhitong Zheng; Xu Ma; Xinpeng Cheng; Ke Zhao; Kaylaa Gutman; Tianyou Li; Liming Zhang
Journal:  Chem Rev       Date:  2021-02-16       Impact factor: 72.087

3.  Divergent synthesis of N-heterocycles via controllable cyclization of azido-diynes catalyzed by copper and gold.

Authors:  Wen-Bo Shen; Qing Sun; Long Li; Xin Liu; Bo Zhou; Juan-Zhu Yan; Xin Lu; Long-Wu Ye
Journal:  Nat Commun       Date:  2017-11-23       Impact factor: 14.919

4.  Gold(I)-Catalyzed Cycloisomerization of 3-Alkoxyl-1,6-diynes: A Facile Access to Bicyclo[2.2.1]hept-5-en-2-ones.

Authors:  Chao Hu; Tao Wang; Matthias Rudolph; Thomas Oeser; Abdullah M Asiri; A Stephen K Hashmi
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-24       Impact factor: 15.336

  4 in total

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