Literature DB >> 25645405

Transition-metal-free C-H oxidative activation: persulfate-promoted selective benzylic mono- and difluorination.

Jing-jing Ma1, Wen-bin Yi, Guo-ping Lu, Chun Cai.   

Abstract

An operationally simple and selective method for the direct conversion of benzylic C-H to C-F to obtain mono- and difluoromethylated arenes using Selectfluor™ as a fluorine source is developed. Persulfate can be used to selectively activate benzylic hydrogen atoms toward C-F bond formation without the aid of transition metal catalysts.

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Year:  2015        PMID： 25645405     DOI： 10.1039/c4ob02418d

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN： 1477-0520            Impact factor:   3.876


  5 in total

1.  Metal-free 18F-labeling of aryl-CF2H via nucleophilic radiofluorination and oxidative C-H activation.

Authors:  Gengyang Yuan; Feng Wang; Nickeisha A Stephenson; Lu Wang; Benjamin H Rotstein; Neil Vasdev; Pingping Tang; Steven H Liang
Journal:  Chem Commun (Camb)       Date:  2016-12-20       Impact factor: 6.222

2.  Direct phosphorylation of benzylic C-H bonds under transition metal-free conditions forming sp3C-P bonds.

Authors:  Qiang Li; Chang-Qiu Zhao; Tieqiao Chen; Li-Biao Han
Journal:  RSC Adv       Date:  2022-06-24       Impact factor: 4.036

3.  Direct heterobenzylic fluorination, difluorination and trifluoromethylthiolation with dibenzenesulfonamide derivatives.

Authors:  Michael Meanwell; Bharani Shashank Adluri; Zheliang Yuan; Josiah Newton; Philippe Prevost; Matthew B Nodwell; Chadron M Friesen; Paul Schaffer; Rainer E Martin; Robert Britton
Journal:  Chem Sci       Date:  2018-06-07       Impact factor: 9.825

4.  1,1-Difluoroethyl chloride (CH3CF2Cl), a novel difluoroalkylating reagent for 1,1-difluoroethylation of arylboronic acids.

Authors:  Jianchang Liu; Jida Zhang; Chaolin Wu; Hefu Liu; Hui Liu; Fenggang Sun; Yueyun Li; Yuying Liu; Yunhui Dong; Xinjin Li
Journal:  RSC Adv       Date:  2019-09-09       Impact factor: 4.036

5.  Benzylic Fluorination Induced by a Charge-Transfer Complex with a Solvent-Dependent Selectivity Switch.

Authors:  Amiera Madani; Lucia Anghileri; Matthias Heydenreich; Heiko M Möller; Bartholomäus Pieber
Journal:  Org Lett       Date:  2022-07-17       Impact factor: 6.072
  5 in total

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