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...

Full description

Saved in:
Bibliographic Details
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
Format: Article
Language:English
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
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.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.0c04127