Literature DB >> 17444648

New electrophilic difluoromethylating reagent.

G K Surya Prakash1, Csaba Weber, Sujith Chacko, George A Olah.   

Abstract

A new electrophilic difluoromethylating reagent has been developed. The S-(difluoromethyl)diarylsulfonium tetrafluoroborate has been shown to be effective for the introduction of an electrophilic difluoromethyl group into the following nucleophiles: sulfonic acids, tertiary amines, imidazole derivatives, and phosphines. The reagent failed to transfer the difluoromethyl group to phenols, carbon nucleophiles, and primary and secondary amines.

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Year:  2007        PMID： 17444648     DOI： 10.1021/ol070195g

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


  6 in total

1.  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

2.  Nucleophilic difluoromethylation and difluoromethylenation of aldehydes and ketones using diethyl difluoromethylphosphonate.

Authors:  Petr Beier; Anastasia V Alexandrova; Mikhail Zibinsky; G K Surya Prakash
Journal:  Tetrahedron       Date:  2008-12       Impact factor: 2.457

3.  Catalytic asymmetric radical aminoperfluoroalkylation and aminodifluoromethylation of alkenes to versatile enantioenriched-fluoroalkyl amines.

Authors:  Jin-Shun Lin; Fu-Li Wang; Xiao-Yang Dong; Wei-Wei He; Yue Yuan; Su Chen; Xin-Yuan Liu
Journal:  Nat Commun       Date:  2017-03-23       Impact factor: 14.919

4.  Efficient 1,4-addition of alpha-substituted fluoro(phenylsulfonyl)methane derivatives to alpha,beta-unsaturated compounds.

Authors:  G K Surya Prakash; Xiaoming Zhao; Sujith Chacko; Fang Wang; Habiba Vaghoo; George A Olah
Journal:  Beilstein J Org Chem       Date:  2008-05-21       Impact factor: 2.883

5.  Cation versus Radical: Studies on the C/O Regioselectivity in Electrophilic Tri-, Di- and Monofluoromethylations of β-Ketoesters.

Authors:  Yu-Dong Yang; Xu Lu; Guokai Liu; Etsuko Tokunaga; Seiji Tsuzuki; Norio Shibata
Journal:  ChemistryOpen       Date:  2012-10-11       Impact factor: 2.911

6.  Efficient Difluoromethylation of sp(3) Carbon Nucleophiles by Bromodifluoromethylation Reagents with Organic Bases.

Authors:  Guokai Liu; Xin Wang; Xu Lu; Xiu-Hua Xu; Etsuko Tokunaga; Norio Shibata
Journal:  ChemistryOpen       Date:  2012-10-11       Impact factor: 2.911
  6 in total

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