Literature DB >> 29797623

Synthesis of gem-Difluorinated Spiro-γ-lactam Oxindoles by Visible-Light-Induced Consecutive Difluoromethylative Dearomatization, Hydroxylation, and Oxidation.

Qiang Wang1, Yi Qu1, Qing Xia1, Hongjian Song1, Haibin Song1, Yuxiu Liu1, Qingmin Wang1.   

Abstract

Described herein is a protocol for visible-light-induced consecutive synthesis of gem-difluorinated spiro-γ-lactam oxindoles under mild conditions by means of a process involving sequential radical difluoromethylative dearomatization, hydroxylation, and oxidation. The protocol features high chemo- and regioselectivity, good functional group tolerance, and easy scalability. Several of the functionalized spirooxindole products showed good fungicidal activity, suggesting that they have potential agrochemical applications.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  nitrogen heterocycles; oxindoles; photocatalysis; spiro compounds; synthetic methods

Year:  2018        PMID: 29797623     DOI: 10.1002/chem.201802141

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


  2 in total

1.  Visible-Light-Induced Dearomatizations.

Authors:  Mikiko Okumura; David Sarlah
Journal:  European J Org Chem       Date:  2019-09-25

Review 2.  Photocatalytic Difluoromethylation Reactions of Aromatic Compounds and Aliphatic Multiple C-C Bonds.

Authors:  Sebastián Barata-Vallejo; Al Postigo
Journal:  Molecules       Date:  2019-12-06       Impact factor: 4.411

  2 in total

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