Literature DB >> 17914837

Activation of 1,1-difluoro-1-alkenes with a transition-metal complex: palladium(II)-catalyzed Friedel-Crafts-type cyclization of 4,4-(difluorohomoallyl)arenes.

Misaki Yokota1, Daishi Fujita, Junji Ichikawa.   

Abstract

Cationic palladium(II) ([Pd(MeCN)4](BF4)2) provides the first transition-metal-catalyzed method for electrophilic activation of electron-deficient 1,1-difluoro-1-alkenes, which allows their Friedel-Crafts-type cyclization with an intramolecular aryl group via a Wacker-type process. By using BF3.OEt2, the cyclization was effected by a catalytic amount of the palladium without its reoxidation.

Entities:  

Year:  2007        PMID： 17914837     DOI： 10.1021/ol702279w

Source DB:  PubMed          Journal:  Org Lett        ISSN： 1523-7052            Impact factor:   6.005


  9 in total

1.  Recent Advances in Transition Metal-Catalyzed Functionalization of gem-Difluoroalkenes.

Authors:  Suvajit Koley; Ryan A Altman
Journal:  Isr J Chem       Date:  2020-03-10       Impact factor: 3.333

2.  Silver-mediated fluorination of aryl silanes.

Authors:  Pingping Tang; Tobias Ritter
Journal:  Tetrahedron       Date:  2011-06-17       Impact factor: 2.457

3.  Cobalt-Catalyzed Selective Unsymmetrical Dioxidation of gem-Difluoroalkenes.

Authors:  Douglas L Orsi; Justin T Douglas; Jacob P Sorrentino; Ryan A Altman
Journal:  J Org Chem       Date:  2020-08-05       Impact factor: 4.354

4.  Asymmetric Total Syntheses of Di- and Sesquiterpenoids by Catalytic C-C Activation of Cyclopentanones.

Authors:  Si-Hua Hou; Adriana Y Prichina; Mengxi Zhang; Guangbin Dong
Journal:  Angew Chem Int Ed Engl       Date:  2020-03-12       Impact factor: 15.336

5.  Rhodium-catalysed C(sp(2))-C(sp(2)) bond formation via C-H/C-F activation.

Authors:  Panpan Tian; Chao Feng; Teck-Peng Loh
Journal:  Nat Commun       Date:  2015-06-17       Impact factor: 14.919

6.  Deoxygenative gem-difluoroolefination of carbonyl compounds with (chlorodifluoromethyl)trimethylsilane and triphenylphosphine.

Authors:  Fei Wang; Lingchun Li; Chuanfa Ni; Jinbo Hu
Journal:  Beilstein J Org Chem       Date:  2014-02-06       Impact factor: 2.883

7.  Ring-size-selective construction of fluorine-containing carbocycles via intramolecular iodoarylation of 1,1-difluoro-1-alkenes.

Authors:  Takeshi Fujita; Ryo Kinoshita; Tsuyoshi Takanohashi; Naoto Suzuki; Junji Ichikawa
Journal:  Beilstein J Org Chem       Date:  2017-12-14       Impact factor: 2.883

8.  Palladium-catalysed difluoroolefination of benzyl tosylates toward the synthesis of gem-difluoro-2-trifluromethyl styrene derivatives.

Authors:  Jie Xu; Jiangjun Liu; Gang Chen; Baojian Xiong; Xuemei Zhang; Zhong Lian
Journal:  RSC Adv       Date:  2022-04-28       Impact factor: 4.036

9.  A Simple Iron-Catalyst for Alkenylation of Ketones Using Primary Alcohols.

Authors:  Motahar Sk; Ashish Kumar; Jagadish Das; Debasis Banerjee
Journal:  Molecules       Date:  2020-03-30       Impact factor: 4.411
  9 in total

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