Reactions of difluorocarbene with organozinc reagents

Vitalij V Levin; Artem A Zemtsov; Marina I Struchkova; Alexander D Dilman

doi:10.1021/ol400122k

Reactions of difluorocarbene with organozinc reagents

Org Lett. 2013 Feb 15;15(4):917-9. doi: 10.1021/ol400122k. Epub 2013 Jan 31.

Authors

Vitalij V Levin¹, Artem A Zemtsov, Marina I Struchkova, Alexander D Dilman

Affiliation

¹ N. D. Zelinsky Institute of Organic Chemistry, 119991 Moscow, Leninsky prosp. 47, Russian Federation.

PMID: 23368906
DOI: 10.1021/ol400122k

Abstract

Reactions of difluorocarbene with benzyl and alkylzinc halides leading to fluorinated organozinc species have been described. The generated α-difluorinated organozinc reagents are reasonably stable in solution and can be quenched with external electrophiles (iodine, bromine, proton), affording compounds containing the CF(2) fragment.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Bromine
Catalysis
Combinatorial Chemistry Techniques
Hydrocarbons, Fluorinated / chemical synthesis*
Hydrocarbons, Fluorinated / chemistry
Indicators and Reagents
Molecular Structure
Organometallic Compounds / chemistry*
Zinc / chemistry*

Substances

Hydrocarbons, Fluorinated
Indicators and Reagents
Organometallic Compounds
difluorocarbene
Zinc
Bromine