Literature DB >> 18354804

Mild electrophilic trifluoromethylation of secondary and primary aryl- and alkylphosphines using hypervalent iodine(iii)-CF(3) reagents.

Patrick Eisenberger1, Iris Kieltsch, Nicolas Armanino, Antonio Togni.   

Abstract

A direct, mild and efficient trifluoromethylation of primary and secondary phosphines is achieved with easily accessible, cheap hypervalent iodine compounds acting as electrophilic CF(3)-transfer reagents.

Entities:  

Year:  2008        PMID: 18354804     DOI: 10.1039/b801424h

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  9 in total

Review 1.  Chemistry of polyvalent iodine.

Authors:  Viktor V Zhdankin; Peter J Stang
Journal:  Chem Rev       Date:  2008-12       Impact factor: 60.622

2.  The productive merger of iodonium salts and organocatalysis: a non-photolytic approach to the enantioselective alpha-trifluoromethylation of aldehydes.

Authors:  Anna E Allen; David W C Macmillan
Journal:  J Am Chem Soc       Date:  2010-04-14       Impact factor: 15.419

3.  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

4.  Synergistic Catalysis: A Powerful Synthetic Strategy for New Reaction Development.

Authors:  Anna E Allen; David W C Macmillan
Journal:  Chem Sci       Date:  2012-01-25       Impact factor: 9.825

5.  Shelf-stable electrophilic trifluoromethylating reagents: A brief historical perspective.

Authors:  Norio Shibata; Andrej Matsnev; Dominique Cahard
Journal:  Beilstein J Org Chem       Date:  2010-06-16       Impact factor: 2.883

6.  Synthesis of trifluoromethylated 2H-azirines through Togni reagent-mediated trifluoromethylation followed by PhIO-mediated azirination.

Authors:  Jiyun Sun; Xiaohua Zhen; Huaibin Ge; Guangtao Zhang; Xuechan An; Yunfei Du
Journal:  Beilstein J Org Chem       Date:  2018-06-15       Impact factor: 2.883

7.  Synthesis of 1-[bis(trifluoromethyl)phosphine]-1'-oxazolinylferrocene ligands and their application in regio- and enantioselective Pd-catalyzed allylic alkylation of monosubstituted allyl substrates.

Authors:  Zeng-Wei Lai; Rong-Fei Yang; Ke-Yin Ye; Hongbin Sun; Shu-Li You
Journal:  Beilstein J Org Chem       Date:  2014-05-30       Impact factor: 2.883

8.  Isolation and Reactivity of Trifluoromethyl Iodonium Salts.

Authors:  Johnathan N Brantley; Andrew V Samant; F Dean Toste
Journal:  ACS Cent Sci       Date:  2016-05-13       Impact factor: 14.553

9.  Merging hypervalent iodine and sulfoximine chemistry: a new electrophilic trifluoromethylation reagent.

Authors:  Jorna Kalim; Thibaut Duhail; Thanh-Nghi Le; Nicolas Vanthuyne; Elsa Anselmi; Antonio Togni; Emmanuel Magnier
Journal:  Chem Sci       Date:  2019-09-27       Impact factor: 9.825

  9 in total

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