Literature DB >> 23834264

Trifluoromethylation of ketones and aldehydes with Bu₃SnCF₃.

Italo A Sanhueza1, Karl J Bonney, Mads C Nielsen, Franziska Schoenebeck.   

Abstract

The (trifluoromethyl)stannane reagent, Bu3SnCF3, was found to react under CsF activation with ketones and aldehydes to the corresponding trifluoromethylated stannane ether intermediates at room temperature in high yield. Only a mildly acidic extraction (aqueous NH4Cl) is required to release the corresponding trifluoromethyl alcohol products. The protocol is compatible with acid-sensitive functional groups.

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Year:  2013        PMID: 23834264     DOI: 10.1021/jo401099e

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


  3 in total

1.  Nucleophilic Addition of Benzylboronates to Activated Ketones.

Authors:  Jacob C Hayes; Michael R Hollerbach; Timothy J Barker
Journal:  Tetrahedron Lett       Date:  2019-12-16       Impact factor: 2.415

2.  Nickel-catalyzed trifluoromethylthiolation of Csp2-O bonds.

Authors:  Alexander B Dürr; Guoyin Yin; Indrek Kalvet; François Napoly; Franziska Schoenebeck
Journal:  Chem Sci       Date:  2015-10-30       Impact factor: 9.825

3.  Efficient Synthesis of Trifluoromethyl Amines through a Formal Umpolung Strategy from the Bench-Stable Precursor (Me4 N)SCF3.

Authors:  Thomas Scattolin; Kristina Deckers; Franziska Schoenebeck
Journal:  Angew Chem Int Ed Engl       Date:  2016-12-09       Impact factor: 15.336

  3 in total

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