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Issue 44, 2016
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Geminal difunctionalization of α-diazo arylmethylphosphonates: synthesis of fluorinated phosphonates

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Abstract

A general approach towards diverse fluorinated phosphonates via geminal difunctionalization reactions of α-diazo arylmethylphosphonates is described. The diazo functionality (RR′C[double bond, length as m-dash]N2) is successfully converted to RR′CF2, RR′CHF, RR′CFBr or RR′CFNR′′2 groups by employing different fluorination reagents. A variety of fluorinated organophosphorus compounds were readily accessed in good to excellent yields from a common type of precursor.

Graphical abstract: Geminal difunctionalization of α-diazo arylmethylphosphonates: synthesis of fluorinated phosphonates

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Publication details

The article was received on 24 Aug 2016, accepted on 12 Oct 2016 and first published on 13 Oct 2016


Article type: Paper
DOI: 10.1039/C6OB01858K
Citation: Org. Biomol. Chem., 2016,14, 10444-10453
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    Geminal difunctionalization of α-diazo arylmethylphosphonates: synthesis of fluorinated phosphonates

    Y. Zhou, Y. Zhang and J. Wang, Org. Biomol. Chem., 2016, 14, 10444
    DOI: 10.1039/C6OB01858K

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