Literature DB >> 29406700

Electrochemical Difluoromethylarylation of Alkynes.

Peng Xiong1, He-Huan Xu1, Jinshuai Song2, Hai-Chao Xu1.   

Abstract

An unprecedented radical difluoromethylarylation reaction of alkynes has been developed by discovering a new difluoromethylation reagent, CF2HSO2NHNHBoc. This air-stable and solid reagent can be prepared in one step from commercially available reagents CF2HSO2Cl and NH2NHBoc. The CF2H radical, generated through ferrocene-mediated electrochemical oxidation, participates in an unexplored alkyne addition reaction followed by a challenging 7-membered ring-forming homolytic aromatic substitution step to afford fluorinated dibenzazepines.

Entities:  

Year:  2018        PMID： 29406700     DOI： 10.1021/jacs.8b00391

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  10 in total

1.  Electrooxidative tricyclic 6-7-6 fused-system domino assembly to allocolchicines by a removable radical strategy.

Authors:  Yan Zhang; Chanchan Ma; Zhenzhi Cai; Julia Struwe; Shengjie Chen; Jinming Xu; Shiyin Li; Wangyu Zeng; Lutz Ackermann
Journal:  Green Chem       Date:  2022-04-13       Impact factor: 11.034

2.  Electrochemical Oxidation of Organic Molecules at Lower Overpotential: Accessing Broader Functional Group Compatibility with Electron-Proton Transfer Mediators.

Authors:  Fei Wang; Shannon S Stahl
Journal:  Acc Chem Res       Date:  2020-02-12       Impact factor: 22.384

3.  Stereoselective synthesis of sulfur-containing β-enaminonitrile derivatives through electrochemical Csp3-H bond oxidative functionalization of acetonitrile.

Authors:  Tian-Jun He; Zongren Ye; Zhuofeng Ke; Jing-Mei Huang
Journal:  Nat Commun       Date:  2019-02-19       Impact factor: 14.919

4.  Electrophotocatalytic Undirected C-H Trifluoromethylations of (Het)Arenes.

Authors:  Youai Qiu; Alexej Scheremetjew; Lars H Finger; Lutz Ackermann
Journal:  Chemistry       Date:  2020-02-19       Impact factor: 5.236

5.  Nickela-electrocatalyzed C-H Alkoxylation with Secondary Alcohols: Oxidation-Induced Reductive Elimination at Nickel(III).

Authors:  Shou-Kun Zhang; Julia Struwe; Lianrui Hu; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-16       Impact factor: 15.336

6.  Direct C-H difluoromethylation of heterocycles via organic photoredox catalysis.

Authors:  Wei Zhang; Xin-Xin Xiang; Junyi Chen; Chen Yang; Yu-Liang Pan; Jin-Pei Cheng; Qingbin Meng; Xin Li
Journal:  Nat Commun       Date:  2020-01-31       Impact factor: 14.919

7.  Dibenzocycloheptanones construction through a removable P-centered radical: synthesis of allocolchicine analogues.

Authors:  Yan Zhang; Zhenzhi Cai; Julia Struwe; Chanchan Ma; Wangyu Zeng; Xinyi Liao; Min Xu; Lutz Ackermann
Journal:  Chem Sci       Date:  2021-11-09       Impact factor: 9.825

8.  A green protocol for the electrochemical synthesis of a fluorescent dye with antibacterial activity from imipramine oxidation.

Authors:  Zahra Souri; Mahmood Masoudi Khoram; Davood Nematollahi; Mohammad Mazloum-Ardakani; Hojjat Alizadeh
Journal:  Sci Rep       Date:  2022-03-22       Impact factor: 4.379

9.  Electrochemically driven, cobalt-carbon bond-mediated direct intramolecular cyclic and acyclic perfluoroalkylation of (hetero)arenes using X(CF2)4X.

Authors:  Luxia Cui; Toshikazu Ono; Md Jakir Hossain; Yoshio Hisaeda
Journal:  RSC Adv       Date:  2020-06-30       Impact factor: 3.361

10.  Rhodium-Catalyzed Electrooxidative C-H Olefination of Benzamides.

Authors:  Yan Zhang; Julia Struwe; Lutz Ackermann
Journal:  Angew Chem Int Ed Engl       Date:  2020-06-11       Impact factor: 16.823
  10 in total

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