Literature DB >> 25808950

Selenium-Catalyzed C(sp3)-H Acyloxylation: Application in the Expedient Synthesis of Isobenzofuranones.

Felix Krätzschmar1, Martin Kaßel, Daniel Delony, Alexander Breder.   

Abstract

Oxidative Se-catalyzed C(sp3)-H bond acyloxylation has been used to construct a diverse array of isobenzofuranones from simple ortho-allyl benzoic acid derivatives. The synthetic procedure employs mild reaction conditions and gives high chemoselectivity enabled by an inexpensive organodiselane catalyst. The presented approach offers a new synthetic pathway toward the core structures of phthalide natural products.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CO coupling; alkenes; oxidation; reaction mechanisms; selenium

Year:  2015        PMID: 25808950     DOI: 10.1002/chem.201406290

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  4 in total

1.  Chemo- and regioselective benzylic C(sp3)-H oxidation bridging the gap between hetero- and homogeneous copper catalysis.

Authors:  Shantanu Nandi; Shuvam Mondal; Ranjan Jana
Journal:  iScience       Date:  2022-05-02

2.  A selenium-catalysed para-amination of phenols.

Authors:  Dingyuan Yan; Guoqiang Wang; Feng Xiong; Wei-Yin Sun; Zhuangzhi Shi; Yi Lu; Shuhua Li; Jing Zhao
Journal:  Nat Commun       Date:  2018-10-16       Impact factor: 14.919

Review 3.  Electrophilic Selenium Catalysis with Electrophilic N-F Reagents as the Oxidants.

Authors:  Ruizhi Guo; Lihao Liao; Xiaodan Zhao
Journal:  Molecules       Date:  2017-05-19       Impact factor: 4.411

4.  A novel approach to oxoisoaporphine alkaloids via regioselective metalation of alkoxy isoquinolines.

Authors:  Benedikt C Melzer; Franz Bracher
Journal:  Beilstein J Org Chem       Date:  2017-08-08       Impact factor: 2.883

  4 in total

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