Base-Mediated Tandem Reaction
of α-Aryloxyacetophenones with Phosphonates:
Selective Synthesis of Enol Phosphates

Ren-Jie Song; Yan-Yun Liu; Ji-Cheng Wu; Ye-Xiang Xie; Guo-Bo Deng; Xu-Heng Yang; Yu Liu; Jin-Heng Li

doi:10.1055/s-0031-1289717

PAPER

Base-Mediated Tandem Reaction of α-Aryloxyacetophenones with Phosphonates: Selective Synthesis of Enol Phosphates

Ren-Jie Song^a, Yan-Yun Liu^a,b, Ji-Cheng Wu^a,b, Ye-Xiang Xie*^a, Guo-Bo Deng^a, Xu-Heng Yang^a,b, Yu Liu^a, Jin-Heng Li*^a
^a State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China
Fax: +86(731)88872531; e-Mail: jhli@hnu.edu.cn; e-Mail: xieyexiang520@126.com;
^b Key Laboratory of Chemical Biology & Traditional Chinese Medicine Research (Ministry of Education), Hunan Normal University, Changsha 410081, P. R. of China

Abstract

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Abstract

A new, simple method for the synthesis of enol phosphates by base-mediated tandem reaction of α-aryloxyacetophenones with phosphonates is described. In the presence of Cs₂CO₃, a variety of α-aryloxyacetophenones smoothly underwent the sequential O-P bond-forming/C-O bond cleavage/isomerization tandem reaction with phosphonates at room temperature, providing the corresponding enol phosphates in moderate to excellent yields.

Key words

base - tandem reaction - α-aryloxyacetophenone - phosphonate - enol phosphate

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References

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