Literature DB >> 23167602

Trifluoromethylation of alkenes by visible light photoredox catalysis.

Naeem Iqbal1, Sungkyu Choi, Eunjin Kim, Eun Jin Cho.   

Abstract

A method for trifluoromethylation of alkenes has been developed employing visible light photoredox catalysis with CF(3)I, Ru(Phen)(3)Cl(2), and DBU. This process works especially well for terminal alkenes to give alkenyl-CF(3) products with only E-stereochemistry. The mild reaction conditions enable the trifluoromethylation of a range of alkenes that bear various functional groups.

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Year:  2012        PMID： 23167602     DOI： 10.1021/jo3022346

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  16 in total

1.  Photocatalytic Oxyamination of Alkenes: Copper(II) Salts as Terminal Oxidants in Photoredox Catalysis.

Authors:  Nicholas L Reed; Madeline I Herman; Vladimir P Miltchev; Tehshik P Yoon
Journal:  Org Lett       Date:  2018-11-08       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

Review 3.  Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

Authors:  Christopher K Prier; Danica A Rankic; David W C MacMillan
Journal:  Chem Rev       Date:  2013-03-19       Impact factor: 60.622

4.  Contrasteric coupling of allenes and tetrahydroisoquinolines by iron-catalysed allenic C(sp2)-H functionalisation.

Authors:  Yue Xia; Nicholas W Wade; Philip N Palermo; Yidong Wang; Yi-Ming Wang
Journal:  Chem Commun (Camb)       Date:  2021-12-09       Impact factor: 6.222

5.  Divergent regioselective Heck-type reaction of unactivated alkenes and N-fluoro-sulfonamides.

Authors:  Chunyang Zhao; Yang Li; Yujiao Dong; Miao Li; Dan Xia; Shuangqiu Gao; Qian Zhang; Qun Liu; Wei Guan; Junkai Fu
Journal:  Nat Commun       Date:  2022-10-22       Impact factor: 17.694

Review 6.  Recent advances in direct trifluoromethylation of olefinic C-H bonds.

Authors:  Cao Yang; Akbar Hassanpour; Khatereh Ghorbanpour; Shahrzad Abdolmohammadi; Esmail Vessally
Journal:  RSC Adv       Date:  2019-09-03       Impact factor: 4.036

Review 7.  Recent advances in transition metal-catalyzed Csp(2)-monofluoro-, difluoro-, perfluoromethylation and trifluoromethylthiolation.

Authors:  Grégory Landelle; Armen Panossian; Sergiy Pazenok; Jean-Pierre Vors; Frédéric R Leroux
Journal:  Beilstein J Org Chem       Date:  2013-11-15       Impact factor: 2.883

8.  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

9.  Copper-catalyzed trifluoromethylation of alkenes with an electrophilic trifluoromethylating reagent.

Authors:  Xiao-Ping Wang; Jin-Hong Lin; Cheng-Pan Zhang; Ji-Chang Xiao; Xing Zheng
Journal:  Beilstein J Org Chem       Date:  2013-11-25       Impact factor: 2.883

10.  Direct C-H trifluoromethylation of di- and trisubstituted alkenes by photoredox catalysis.

Authors:  Ren Tomita; Yusuke Yasu; Takashi Koike; Munetaka Akita
Journal:  Beilstein J Org Chem       Date:  2014-05-12       Impact factor: 2.883
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