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Literature DB >> 26636720

Palladium-Catalyzed Intramolecular Aminotrifluoromethoxylation of Alkenes.

Chaohuang Chen¹, Pinhong Chen¹, Guosheng Liu¹.

Abstract

The first catalytic trifluoromethoxylation of unactivated alkenes has been developed, in which Pd(CH3CN)2Cl2 was used as catalyst, AgOCF3 as trifluoromethoxide source, and Selectfluor-BF4 as oxidant. A variety of 3-OCF3 substituted piperidines were selectively obtained in good yields. Direct evidence was provided to address the facile reductive elimination of Pd(IV)-OCF3 complex to form sp(3) C-OCF3 bond.

Entities: Chemical

Year: 2015 PMID： 26636720 DOI： 10.1021/jacs.5b10971

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

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Cited

10 in total

1. Asymmetric silver-catalysed intermolecular bromotrifluoromethoxylation of alkenes with a new trifluoromethoxylation reagent.

Authors: Shuo Guo; Fei Cong; Rui Guo; Liang Wang; Pingping Tang
Journal: Nat Chem Date: 2017-01-23 Impact factor: 24.427

2. Catalytic C-H Trifluoromethoxylation of Arenes and Heteroarenes.

Authors: Weijia Zheng; Cristian A Morales-Rivera; Johnny W Lee; Peng Liu; Ming-Yu Ngai
Journal: Angew Chem Int Ed Engl Date: 2018-03-13 Impact factor: 15.336

3. Trifluoromethyl Nonaflate: A Practical Trifluoromethoxylating Reagent and its Application to the Regio- and Stereoselective Synthesis of Trifluoromethoxylated Alkenes.

Authors: Zhichao Lu; Tatsuya Kumon; Gerald B Hammond; Teruo Umemoto
Journal: Angew Chem Int Ed Engl Date: 2021-06-17 Impact factor: 16.823

4. Dual gold and photoredox catalysis: visible light-mediated intermolecular atom transfer thiosulfonylation of alkenes.

Authors: Haoyu Li; Cuicui Shan; Chen-Ho Tung; Zhenghu Xu
Journal: Chem Sci Date: 2017-01-04 Impact factor: 9.825

5. Oxidative 1,2-carboamination of alkenes with alkyl nitriles and amines toward γ-amino alkyl nitriles.

Authors: Yan-Yun Liu; Xu-Heng Yang; Ren-Jie Song; Shenglian Luo; Jin-Heng Li
Journal: Nat Commun Date: 2017-04-10 Impact factor: 14.919

6. Dichlorotrifluoromethoxyacetic Acid: Preparation and Reactivity.

Authors: Riadh Zriba; Alaric Desmarchelier; Frédéric Cadoret; Sébastien Bouvet; Anne-Laure Barthelemy; Bruce Pégot; Patrick Diter; Guillaume Dagousset; Jean-Claude Blazejewski; Elsa Anselmi; Yurii Yagupolskii; Emmanuel Magnier
Journal: Molecules Date: 2017-06-09 Impact factor: 4.411

Palladium-Catalyzed Intramolecular Aminotrifluoromethoxylation of Alkenes.

1. Asymmetric silver-catalysed intermolecular bromotrifluoromethoxylation of alkenes with a new trifluoromethoxylation reagent.

2. Catalytic C-H Trifluoromethoxylation of Arenes and Heteroarenes.

3. Trifluoromethyl Nonaflate: A Practical Trifluoromethoxylating Reagent and its Application to the Regio- and Stereoselective Synthesis of Trifluoromethoxylated Alkenes.

4. Dual gold and photoredox catalysis: visible light-mediated intermolecular atom transfer thiosulfonylation of alkenes.

5. Oxidative 1,2-carboamination of alkenes with alkyl nitriles and amines toward γ-amino alkyl nitriles.

6. Dichlorotrifluoromethoxyacetic Acid: Preparation and Reactivity.

7. Selective C-H trifluoromethoxylation of (hetero)arenes as limiting reagent.

8. Nucleophilic trifluoromethoxylation of alkyl halides without silver.

9. Pd(II)-Catalyzed Aminoacetoxylation of Alkenes Via Tether Formation.

10. Rapid Dehydroxytrifluoromethoxylation of Alcohols.