Tf2O/DMSO-Promoted P–O and P–S Bond Formation: A Scalable Synthesis of Multifarious Organophosphinates and Thiophosphates

A Tf2O/DMSO-based system for the dehydrogenative coupling of a wide range of alcohols, phenols, thiols, and thiophenols with diverse phosphorus reagents has been developed. This metal- and strong-oxidant-free strategy provides a facile approach to a great variety of organophosphinates and thiophosph...

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Published in:Organic letters 2021-03, Vol.23 (5), p.1541-1547
Main Authors: Shen, Jian, Li, Qi-Wei, Zhang, Xin-Yue, Wang, Xue, Li, Gui-Zhi, Li, Wen-Zuo, Yang, Shang-Dong, Yang, Bin
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container_end_page 1547
container_issue 5
container_start_page 1541
container_title Organic letters
container_volume 23
creator Shen, Jian
Li, Qi-Wei
Zhang, Xin-Yue
Wang, Xue
Li, Gui-Zhi
Li, Wen-Zuo
Yang, Shang-Dong
Yang, Bin
description A Tf2O/DMSO-based system for the dehydrogenative coupling of a wide range of alcohols, phenols, thiols, and thiophenols with diverse phosphorus reagents has been developed. This metal- and strong-oxidant-free strategy provides a facile approach to a great variety of organophosphinates and thiophosphates. The simple reaction system, good functional-group tolerance, and broad substrate scope enable the application of this method to the modification of natural products and the direct synthesis of bioactive molecules and flame retardants.
doi_str_mv 10.1021/acs.orglett.0c04127
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title Tf2O/DMSO-Promoted P–O and P–S Bond Formation: A Scalable Synthesis of Multifarious Organophosphinates and Thiophosphates
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