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Literature DB >> 22804336

Copper-catalyzed oxytrifluoromethylation of unactivated alkenes.

Abstract

A mild, versatile, and convenient method for the efficient oxytrifluoromethylation of unactivated alkenes based on a copper-catalyzed oxidative difunctionalization strategy has been developed. This methodology provides access to a variety of classes of synthetically useful CF(3)-containing building blocks from simple starting materials.

Entities: Chemical Disease Gene

Mesh：

Substances：
Alkenes
Copper

Year: 2012 PMID： 22804336 PMCID： PMC3419474 DOI： 10.1021/ja305840g

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

34 in total

1. Perfluoroalkylation with Organosilicon Reagents.

Authors: G. K. Surya Prakash; Andrei K. Yudin
Journal: Chem Rev Date: 1997-05-08 Impact factor: 60.622

2. Copper-catalyzed C(sp3)-C(sp3) bond formation using a hypervalent iodine reagent: an efficient allylic trifluoromethylation.

Authors: Xi Wang; Yuxuan Ye; Songnan Zhang; Jiajie Feng; Yan Xu; Yan Zhang; Jianbo Wang
Journal: J Am Chem Soc Date: 2011-09-25 Impact factor: 15.419

3. Copper-catalyzed oxidative trifluoromethylation of terminal alkenes using nucleophilic CF3SiMe3: efficient C(sp3)-CF3 bond formation.

Authors: Lingling Chu; Feng-Ling Qing
Journal: Org Lett Date: 2012-04-12 Impact factor: 6.005

4. Novel 10-I-3 hypervalent iodine-based compounds for electrophilic trifluoromethylation.

Authors: Patrick Eisenberger; Sebastian Gischig; Antonio Togni
Journal: Chemistry Date: 2006-03-08 Impact factor: 5.236

5. Pd-catalyzed intramolecular oxyalkynylation of alkenes with hypervalent iodine.

Authors: Stefano Nicolai; Stéphane Erard; Davinia Fernández González; Jérôme Waser
Journal: Org Lett Date: 2010-01-15 Impact factor: 6.005

6. Synthesis and preliminary biological studies of 3-substituted indoles accessed by a palladium-catalyzed enantioselective alkene difunctionalization reaction.

Authors: Tejas P Pathak; Keith M Gligorich; Bryan E Welm; Matthew S Sigman
Journal: J Am Chem Soc Date: 2010-06-16 Impact factor: 15.419

7. The palladium-catalyzed trifluoromethylation of vinyl sulfonates.

Authors: Eun Jin Cho; Stephen L Buchwald
Journal: Org Lett Date: 2011-11-23 Impact factor: 6.005

8. Copper-catalyzed trifluoromethylation of terminal alkenes through allylic C-H bond activation.

Authors: Jun Xu; Yao Fu; Dong-Fen Luo; Yuan-Ye Jiang; Bin Xiao; Zhao-Jing Liu; Tian-Jun Gong; Lei Liu
Journal: J Am Chem Soc Date: 2011-09-13 Impact factor: 15.419

9. Copper-catalyzed trifluoromethylation of unactivated olefins.

Authors: Andrew T Parsons; Stephen L Buchwald
Journal: Angew Chem Int Ed Engl Date: 2011-08-25 Impact factor: 15.336

Review 10. CF(3)-bearing aromatic and heterocyclic building blocks.

Authors: Manfred Schlosser
Journal: Angew Chem Int Ed Engl Date: 2006-08-18 Impact factor: 15.336

13 in total

1. Enantioselective functionalization of radical intermediates in redox catalysis: copper-catalyzed asymmetric oxytrifluoromethylation of alkenes.

Authors: Rong Zhu; Stephen L Buchwald
Journal: Angew Chem Int Ed Engl Date: 2013-10-16 Impact factor: 15.336

2. Catalytic Intramolecular Aminofluorination, Oxyfluorination, and Carbofluorination with a Stable and Versatile Hypervalent Fluoroiodine Reagent.

Authors: Weiming Yuan; Kálmán J Szabó
Journal: Angew Chem Int Ed Engl Date: 2015-06-09 Impact factor: 15.336

3. Versatile Enantioselective Synthesis of Functionalized Lactones via Copper-Catalyzed Radical Oxyfunctionalization of Alkenes.

Authors: Rong Zhu; Stephen L Buchwald
Journal: J Am Chem Soc Date: 2015-06-23 Impact factor: 15.419

Review 4. Addition of CF3 across unsaturated moieties: a powerful functionalization tool.

Authors: Estíbaliz Merino; Cristina Nevado
Journal: Chem Soc Rev Date: 2014-05-02 Impact factor: 54.564

5. Product Control in Alkene Trifluoromethylation: Hydrotrifluoromethylation, Vinylic Trifluoromethylation, and Iodotrifluoromethylation using Togni Reagent.

Authors: Hiromichi Egami; Yoshihiko Usui; Shintaro Kawamura; Sayoko Nagashima; Mikiko Sodeoka
Journal: Chem Asian J Date: 2015-06-16

10. Visible-light-induced oxidant and metal-free dehydrogenative cascade trifluoromethylation and oxidation of 1,6-enynes with water.

Authors: Sadhan Jana; Ajay Verma; Rahul Kadu; Sangit Kumar
Journal: Chem Sci Date: 2017-07-10 Impact factor: 9.825