TfO/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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Published in:Chemical communications (Cambridge, England) England), 2023-09, Vol.59 (72), p.1817-182
Main Authors: Yue, Hui-Qi, Shi, Da-Wei, Li, Ming, Gao, Si-Qi, Sun, Mu-Xin, Zhang, Shun, Yang, Shang-Dong, Yang, Bin
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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. A metal-free strategy for the dual activation of aryl phosphinate to access various aryl phosphonates.
ISSN:1359-7345
1364-548X
DOI:10.1039/d3cc03250g