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Tf 2 O/DMSO-mediated dual activation of aryl phosphinate to access various aryl phosphonates

A metal-free method for the dual activation of aryl phosphinate has been developed; the P–H and P–O bonds are sequentially activated by the Tf 2 O/DMSO system. Without the requirement of metals and unstable P-reagents, this one-pot procedure provides a convenient and practical access to a variety of...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2023-09, Vol.59 (72), p.10817-10820
Main Authors: Yue, Hui-Qi, Shi, Da-Wei, Li, Ming, Gao, Si-Qi, Sun, Mu-Xin, Zhang, Shun, Yang, Shang-Dong, Yang, Bin
Format: Article
Language:English
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Summary:A metal-free method for the dual activation of aryl phosphinate has been developed; the P–H and P–O bonds are sequentially activated by the Tf 2 O/DMSO system. Without the requirement of metals and unstable P-reagents, this one-pot procedure provides a convenient and practical access to a variety of aryl phosphonates. A mechanism involving twice generation of electrophilic P-species and two S N -processes is proposed on the basis of the control experiments.
ISSN:1359-7345
1364-548X
DOI:10.1039/D3CC03250G