Literature DB >> 31814809

Cyclopropanation of Benzene Rings by Oxidatively Generated α-Oxo Gold Carbene: One-Pot Access to Tetrahydropyranone-Fused Cycloheptatrienes from Propargyl Benzyl Ethers.

Kegong Ji1,2, Liming Zhang2.   

Abstract

Cyclopropanations of benzene rings by oxidatively generated α-oxo gold carbenes are for the first time demonstrated in a Buchner reaction, in which readily available propargyl benzyl ethers are converted in one-pot to tetrahydropyranone-fused cycloheptatrienes via sequential oxidative gold catalysis and base-promoted isomerization. Additional examples of arene cyclopropanations without fragmentation of the cyclopropane ring are also realized.

Entities:  

Keywords:  Buchner reaction; Cycloheptatriene; Cyclopropanation; Gold Carbene; Oxidation

Year:  2017        PMID: 31814809      PMCID: PMC6897493          DOI: 10.1002/adsc.201701322

Source DB:  PubMed          Journal:  Adv Synth Catal        ISSN: 1615-4150            Impact factor:   5.837


  2 in total

Review 1.  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

2.  Rh2(ii)-catalyzed enantioselective intramolecular Büchner reaction and aromatic substitution of donor-donor carbenes.

Authors:  Dong Zhu; Tongxiang Cao; Kai Chen; Shifa Zhu
Journal:  Chem Sci       Date:  2022-01-19       Impact factor: 9.825

  2 in total

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