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 inOrganic letters Vol. 23; no. 5; pp. 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
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 05.03.2021
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary: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.
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content type line 23
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c04127