Literature DB >> 23305217

Copper- and iron-catalyzed decarboxylative tri- and difluoromethylation of α,β-unsaturated carboxylic acids with CF3SO2Na and (CF2HSO2)2Zn via a radical process.

Zejiang Li1, Zili Cui, Zhong-Quan Liu.   

Abstract

A copper-catalyzed decarboxylative trifluoromethylation of various α,β-unsaturated carboxylic acids by using a stable and inexpensive solid, sodium trifluoromethanesulfinate (CF(3)SO(2)Na, Langlois reagent), was developed. In addition, an iron-catalyzed difluoromethylation of aryl-substituted acrylic acids by using zinc difluoromethanesulfinate (DFMS, (CF(2)HSO(2))(2)Zn, Baran reagent) via a similar radical process was also achieved.

Entities:  

Mesh:

Substances:

Year:  2013        PMID: 23305217     DOI: 10.1021/ol3034059

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


  23 in total

1.  Radical Chlorodifluoromethylation: Providing a Motif for (Hetero)arene Diversification.

Authors:  Rory C McAtee; Joel W Beatty; Christopher C McAtee; Corey R J Stephenson
Journal:  Org Lett       Date:  2018-06-01       Impact factor: 6.005

2.  Julia-Kocienski Approach to Trifluoromethyl-Substituted Alkenes1.

Authors:  Deborah O Ayeni; Samir K Mandal; Barbara Zajc
Journal:  Tetrahedron Lett       Date:  2013-11-06       Impact factor: 2.415

3.  Base-Promoted Radical Azofluoromethylation of Unactivated Alkenes.

Authors:  Zhichao Lu; Olivia Hennis; Joseph Gentry; Bo Xu; Gerald B Hammond
Journal:  Org Lett       Date:  2020-05-13       Impact factor: 6.005

Review 4.  Decarboxylative fluorination strategies for accessing medicinally- relevant products.

Authors:  Yupu Qiao; Lingui Zhu; Brett R Ambler; Ryan A Altman
Journal:  Curr Top Med Chem       Date:  2014       Impact factor: 3.295

5.  Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.

Authors:  Daniel Kaiser; Immo Klose; Rik Oost; James Neuhaus; Nuno Maulide
Journal:  Chem Rev       Date:  2019-06-25       Impact factor: 60.622

6.  Simple sulfinate synthesis enables C-H trifluoromethylcyclopropanation.

Authors:  Ryan Gianatassio; Shuhei Kawamura; Cecil L Eprile; Klement Foo; Jason Ge; Aaron C Burns; Michael R Collins; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2014-08-03       Impact factor: 15.336

7.  Direct synthesis of fluorinated heteroarylether bioisosteres.

Authors:  Qianghui Zhou; Alessandro Ruffoni; Ryan Gianatassio; Yuta Fujiwara; Eran Sella; Doron Shabat; Phil S Baran
Journal:  Angew Chem Int Ed Engl       Date:  2013-03-04       Impact factor: 15.336

8.  Preparation and purification of zinc sulfinate reagents for drug discovery.

Authors:  Fionn O'Hara; Ryan D Baxter; Alexander G O'Brien; Michael R Collins; Janice A Dixon; Yuta Fujiwara; Yoshihiro Ishihara; Phil S Baran
Journal:  Nat Protoc       Date:  2013-05-02       Impact factor: 13.491

9.  3,3-Difluoroallyl ammonium salts: highly versatile, stable and selective gem-difluoroallylation reagents.

Authors:  Fei Ye; Yao Ge; Anke Spannenberg; Helfried Neumann; Li-Wen Xu; Matthias Beller
Journal:  Nat Commun       Date:  2021-05-31       Impact factor: 14.919

Review 10.  Recent Advances in Photoredox-Mediated Radical Conjugate Addition Reactions: An Expanding Toolkit for the Giese Reaction.

Authors:  Anastasia L Gant Kanegusuku; Jennifer L Roizen
Journal:  Angew Chem Int Ed Engl       Date:  2021-07-21       Impact factor: 16.823

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.