Regioselective O/C phosphorylation of α-chloroketones: a general method for the synthesis of enol phosphates and β-ketophosphonates via Perkow/Arbuzov reaction

A regioselective O/C phosphorylation of α-chloroketones with trialkyl phosphites was performed for the first time, which employed solvent-free Perkow reaction and NaI-assisted Arbuzov reaction under mild conditions respectively. Versatile enol phosphates were prepared in good to excellent yields as...

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Bibliographic Details
Published in:RSC advances 2020-08, Vol.10 (49), p.29493-29497
Main Authors: Cao, Yuepeng, Gao, Zhenhua, Li, Junchen, Bi, Xiaojing, Yuan, Ling, Pei, Chengxin, Guo, Yongbiao, Shi, Enxue
Format: Article
Language:English
Subjects:
Chemistry
Inorganic salts
Phosphates
Phosphorylation
Regioselectivity
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Summary:A regioselective O/C phosphorylation of α-chloroketones with trialkyl phosphites was performed for the first time, which employed solvent-free Perkow reaction and NaI-assisted Arbuzov reaction under mild conditions respectively. Versatile enol phosphates were prepared in good to excellent yields as well as β-ketophosphinates.
ISSN:2046-2069
2046-2069
DOI:10.1039/d0ra05140c