Citation: Jiang Liu, Romana Pajkert, Li Wang, Haibo Mei, Gerd-Volker Röschenthaler, Jianlin Han. Facile synthesis of (β-chlorodifluoroethyl)phosphonates via chlorination reaction of difluoroalkyl diazo derivatives with HCl[J]. Chinese Chemical Letters, ;2022, 33(5): 2429-2432. doi: 10.1016/j.cclet.2021.10.066 shu

Facile synthesis of (β-chlorodifluoroethyl)phosphonates via chlorination reaction of difluoroalkyl diazo derivatives with HCl

Jiang Liu ^a ,
Romana Pajkert ^b ,
Li Wang ^a ,
Haibo Mei ^{a, *,} ,
Gerd-Volker Röschenthaler ^{b, *,} ,
Jianlin Han ^{a, *,}

a.
Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China
b.
Department of Life Sciences and Chemistry, Jacobs University Bremen gGmbH, Campus Ring 1, Bremen 28759, Germany

meihb@njfu.edu.cn

g.roeschenthaler@jacobsuniversity.de

hanjl@njfu.edu.cn

Received Date: 12 August 2021
Revised Date: 18 October 2021
Accepted Date: 22 October 2021
Available Online: 29 October 2021

Figures(5)

An efficient chlorination reaction of in situ generated (β-diazo-α, α-difluoroethyl)phosphonates has been achieved with hydrochloric acid as a chlorine source under mild and operationally convenient conditions. The reaction does not need any catalyst and tolerates a wide scope of substrates, which affords the (β-chlorodifluoroethyl)phosphonate products in good to excellent yields. This reaction represents the first example of the halogenation of difluoroalkyl diazo compounds, and also provides an easy way for the synthesis of difluoromethylenephosphonate-containing compounds.
- Difluorodiazoethane,
- (β-Diazo-α, α-difluoroethyl)phosphonates,
- Halogenation reaction,
- Difluoroalkyl diazo,
- Hydrochloric acid,
- Masked carbene
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