Tf2O/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 Tf2O/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 a...

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Bibliographic Details
Published in:Chemical communications (Cambridge, England) England), 2023-09, Vol.59 (72), p.10817-10820
Main Authors: Hui-Qi, Yue, Da-Wei, Shi, Li, Ming, Si-Qi, Gao, Mu-Xin, Sun, Zhang, Shun, Shang-Dong, Yang, Yang, Bin
Format: Article
Language:English
Subjects:
Aromatic compounds
Phosphonates
Reagents
Online Access:Get full text
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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 Tf2O/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 SN-processes is proposed on the basis of the control experiments.
ISSN:1359-7345
1364-548X
DOI:10.1039/d3cc03250g