Literature DB >> 21627068

Copper-catalyzed arylation of 1H-perfluoroalkanes.

Ilya Popov1, Sergey Lindeman, Olafs Daugulis.   

Abstract

A general method has been developed for arylation of readily available 1H-perfluoroalkanes. The method employs aryl iodide and 1H-perfluoroalkane reagents, DMPU solvent, TMP(2)Zn base, and a copper chloride/phenanthroline catalyst. Preliminary mechanistic studies are reported.

Entities:  

Mesh：

Substances：

Year:  2011        PMID： 21627068      PMCID： PMC3122272          DOI： 10.1021/ja2041942

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


  12 in total

1.  Copper-catalyzed arylation and alkenylation of polyfluoroarene C-H bonds.

Authors:  Hien-Quang Do; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2008-01-09       Impact factor: 15.419

2.  Highly selective room-temperature copper-catalyzed C-N coupling reactions.

Authors:  Alexandr Shafir; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2006-07-12       Impact factor: 15.419

3.  The palladium-catalyzed trifluoromethylation of aryl chlorides.

Authors:  Eun Jin Cho; Todd D Senecal; Tom Kinzel; Yong Zhang; Donald A Watson; Stephen L Buchwald
Journal:  Science       Date:  2010-06-25       Impact factor: 47.728

4.  Pd(II)-catalyzed ortho-trifluoromethylation of arenes using TFA as a promoter.

Authors:  Xisheng Wang; Larry Truesdale; Jin-Quan Yu
Journal:  J Am Chem Soc       Date:  2010-03-24       Impact factor: 15.419

5.  Unexpected H2O-induced Ar-X activation with trifluoromethylpalladium(II) aryls.

Authors:  Vladimir V Grushin; William J Marshall
Journal:  J Am Chem Soc       Date:  2006-04-12       Impact factor: 15.419

6.  Aryl-CF(3) bond-forming reductive elimination from palladium(IV).

Authors:  Nicholas D Ball; Jeff W Kampf; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2010-03-10       Impact factor: 15.419

7.  Bipyridinium ionic liquid-promoted cross-coupling reactions between perfluoroalkyl or pentafluorophenyl halides and aryl iodides.

Authors:  Ji-Chang Xiao; Chengfeng Ye; Jean'ne M Shreeve
Journal:  Org Lett       Date:  2005-05-12       Impact factor: 6.005

Review 8.  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

9.  A general method for copper-catalyzed arylation of arene C-H bonds.

Authors:  Hien-Quang Do; Rana M Kashif Khan; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2008-10-15       Impact factor: 15.419

10.  Active trifluoromethylating agents from well-defined Copper(I)-CF3 complexes.

Authors:  Galyna G Dubinina; Hideki Furutachi; David A Vicic
Journal:  J Am Chem Soc       Date:  2008-06-11       Impact factor: 15.419
View more
  12 in total

1.  Metallaphotoredox Perfluoroalkylation of Organobromides.

Authors:  Xiangbo Zhao; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2020-11-09       Impact factor: 15.419

2.  Synthesis of Diarylated 4-Pyridylmethyl Ethers via Palladium-Catalyzed Cross-Coupling Reactions.

Authors:  Keyume Ablajan; Grace B Panetti; Xiaodong Yang; Byeong-Seon Kim; Patrick J Walsh
Journal:  Adv Synth Catal       Date:  2017-05-23       Impact factor: 5.837

3.  A general strategy for the perfluoroalkylation of arenes and arylbromides by using arylboronate esters and [(phen)CuR(F)].

Authors:  Nichole D Litvinas; Patrick S Fier; John F Hartwig
Journal:  Angew Chem Int Ed Engl       Date:  2011-11-14       Impact factor: 15.336

Review 4.  Repurposing of F-gases: challenges and opportunities in fluorine chemistry.

Authors:  Daniel J Sheldon; Mark R Crimmin
Journal:  Chem Soc Rev       Date:  2022-06-20       Impact factor: 60.615

5.  Photo-induced iodination of aryl halides under very mild conditions.

Authors:  Lu Li; Wenbo Liu; Xiaoyue Mu; Zetian Mi; Chao-Jun Li
Journal:  Nat Protoc       Date:  2016-09-15       Impact factor: 13.491

6.  Copper-promoted sulfenylation of sp2 C-H bonds.

Authors:  Ly Dieu Tran; Ilya Popov; Olafs Daugulis
Journal:  J Am Chem Soc       Date:  2012-10-29       Impact factor: 15.419

7.  Copper-catalyzed CuAAC/intramolecular C-H arylation sequence: Synthesis of annulated 1,2,3-triazoles.

Authors:  Rajkumar Jeyachandran; Harish Kumar Potukuchi; Lutz Ackermann
Journal:  Beilstein J Org Chem       Date:  2012-10-16       Impact factor: 2.883

8.  Cu-catalyzed trifluoromethylation of aryl iodides with trifluoromethylzinc reagent prepared in situ from trifluoromethyl iodide.

Authors:  Yuzo Nakamura; Motohiro Fujiu; Tatsuya Murase; Yoshimitsu Itoh; Hiroki Serizawa; Kohsuke Aikawa; Koichi Mikami
Journal:  Beilstein J Org Chem       Date:  2013-11-08       Impact factor: 2.883

9.  Nickel-Catalyzed Arylation of Heteroaryl-containing Diarylmethanes: Exceptional Reactivity of the Ni(NIXANTPHOS)-based Catalyst.

Authors:  Xinyu Cao; Sheng-Chun Sha; Minyan Li; Byeong-Seon Kim; Catherine Morgan; Rudan Huang; Xiaodong Yang; Patrick J Walsh
Journal:  Chem Sci       Date:  2015-10-26       Impact factor: 9.825

10.  Regio- and Stereoselective Radical Perfluoroalkyltriflation of Alkynes Using Phenyl(perfluoroalkyl)iodonium Triflates.

Authors:  Xi Wang; Armido Studer
Journal:  Org Lett       Date:  2017-05-18       Impact factor: 6.005
View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.