Literature DB >> 24683156

Iron-catalyzed 1,2-addition of perfluoroalkyl iodides to alkynes and alkenes.

Tao Xu1, Chi Wai Cheung, Xile Hu.   

Abstract

Iron catalysis has been developed for the intermolecular 1,2-addition of perfluoroalkyl iodides to alkynes and alkenes. The catalysis has a wide substrate scope and high functional-group tolerance. A variety of perfluoroalkyl iodides including CF3 I can be employed. The resulting perfluoroalkylated alkyl and alkenyl iodides can be further functionalized by cross-coupling reactions. This methodology provides a straightforward and streamlined access to perfluoroalkylated organic molecules.
© 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  alkyne; cross-coupling; fluorine; iron; synthetic methods

Mesh:

Substances:

Year:  2014        PMID: 24683156     DOI: 10.1002/anie.201402511

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  14 in total

1.  Redox-Neutral TEMPO Catalysis: Direct Radical (Hetero)Aryl C-H Di- and Trifluoromethoxylation.

Authors:  Johnny W Lee; Sanghyun Lim; Daniel N Maienshein; Peng Liu; Ming-Yu Ngai
Journal:  Angew Chem Int Ed Engl       Date:  2020-09-24       Impact factor: 15.336

2.  Copper-Catalyzed Cyclopropanol Ring Opening Csp(3)-Csp(3) Cross-Couplings with (Fluoro)Alkyl Halides.

Authors:  Zhishi Ye; Kristen E Gettys; Xingyu Shen; Mingji Dai
Journal:  Org Lett       Date:  2015-12-04       Impact factor: 6.005

3.  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

4.  Silver-Catalyzed Stereoselective Aminosulfonylation of Alkynes.

Authors:  Yongquan Ning; Qinghe Ji; Peiqiu Liao; Edward A Anderson; Xihe Bi
Journal:  Angew Chem Int Ed Engl       Date:  2017-07-07       Impact factor: 15.336

5.  Stereoselective cobalt-catalyzed halofluoroalkylation of alkynes.

Authors:  Guojiao Wu; Axel Jacobi von Wangelin
Journal:  Chem Sci       Date:  2018-01-05       Impact factor: 9.825

6.  Iron-catalyzed carboazidation of alkenes and alkynes.

Authors:  Haigen Xiong; Nagarajan Ramkumar; Mong-Feng Chiou; Wujun Jian; Yajun Li; Ji-Hu Su; Xinhao Zhang; Hongli Bao
Journal:  Nat Commun       Date:  2019-01-10       Impact factor: 14.919

7.  Visible-light Promoted Atom Transfer Radical Addition-Elimination (ATRE) Reaction for the Synthesis of Fluoroalkylated Alkenes Using DMA as Electron-Donor.

Authors:  Wen-Wen Xu; Le Wang; Ting Mao; Jiwei Gu; Xiao-Fei Li; Chun-Yang He
Journal:  Molecules       Date:  2020-01-24       Impact factor: 4.411

8.  A Carbene-Extended ATRA Reaction.

Authors:  Guojiao Wu; Jennifer Börger; Axel Jacobi von Wangelin
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-15       Impact factor: 15.336

Review 9.  Vicinal halo-trifluoromethylation of alkenes.

Authors:  Rzgar Tawfeeq Kareem; Bayan Azizi; Manzarbanou Asnaashariisfahani; Abdolghaffar Ebadi; Esmail Vessally
Journal:  RSC Adv       Date:  2021-04-21       Impact factor: 3.361

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

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