A phosphoryl radical-initiated Atherton-Todd-type reaction under open air

A phosphoryl radical-initiated Atherton-Todd-type reaction using air as the radical initiator and CHCl 3 as the halogenating reagent for the phosphorylation of alcohols, phenols, and amines has been developed. This novel transformation provides a highly efficient route to important phosphinates, pho...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2020-01, Vol.56 (9), p.1357-136
Main Authors: Ou, Yingcong, Huang, Yuanting, He, Zhenlin, Yu, Guodian, Huo, Yanping, Li, Xianwei, Gao, Yang, Chen, Qian
Format: Article
Language:English
Subjects:
Alcohols
Amides
Amines
Chloroform
Phenols
Phosphorylation
Reagents
Substrates
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Summary:A phosphoryl radical-initiated Atherton-Todd-type reaction using air as the radical initiator and CHCl 3 as the halogenating reagent for the phosphorylation of alcohols, phenols, and amines has been developed. This novel transformation provides a highly efficient route to important phosphinates, phosphinic amides, and phosphoramidates in up to 99% yield with a broad substrate scope under very mild conditions (48 examples). A phosphoryl radical-initiated Atherton-Todd-type reaction enables the phosphorylation of alcohols, phenols, and amines under mild reaction conditions.
ISSN:1359-7345
1364-548X
DOI:10.1039/c9cc09407e