Citation: Zhiwei Chen, Heyun Sheng, Xue Li, Menghan Chen, Xin Li, Qiuling Song. Efficient capture of difluorocarbene by pyridinium 1,4-zwitterionic thiolates: A concise synthesis of difluoromethylene-containing 1,4-thiazine derivatives[J]. Chinese Chemical Letters, ;2024, 35(4): 108937. doi: 10.1016/j.cclet.2023.108937 shu

Efficient capture of difluorocarbene by pyridinium 1,4-zwitterionic thiolates: A concise synthesis of difluoromethylene-containing 1,4-thiazine derivatives

Zhiwei Chen ^a ,
Heyun Sheng ^a ,
Xue Li ^a ,
Menghan Chen ^a ,
Xin Li ^{a, *,} ,
Qiuling Song ^{a, b, c, **,}

a.
Institute of Next Generation Matter Transformation, College of Materials Science & Engineering and College of Chemical Engineering at Huaqiao University, Xiamen 361021, China
b.
Fujian University Key Laboratory of Molecule Synthesis and Function Discovery, College of Chemistry, Fuzhou University, Fuzhou 350108, China
c.
State Key Laboratory of Organometallic Chemistry and Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

^**

xinli@hqu.edu.cn

qsong@hqu.edu.cn

Received Date: 10 May 2023
Revised Date: 5 August 2023
Accepted Date: 17 August 2023
Available Online: 19 August 2023

Figures(5)

A practical method for the construction of difluoromethylene-containing 1,4-thiazine moieties using readily available diethyl bromodifluoromethanephosphonate (BrCF₂PO(OEt)₂) as difluorocarbene precusor has been developed. This transformation features the efficient capture of difluorocarbene by pyridinium 1,4-zwitterionic thiolates. A series of structurally novel and functionalized difluoromethylene-containing 1,4-thiazine derivatives were thus synthesized in good yields.
- Difluoromethylene,
- Pyridinium 1,4-zwitterionic thiolates,
- 1,4-Thiazine derivatives
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