2,2,2-Trifluoroethyl Chlorooxoacetate--Universal Reagent for One-Pot Parallel Synthesis of N(1)-Aryl-N(2)-alkyl-Substituted Oxamides

ACS Combinatorial Science
Andrey V BogolubskyAndrey Tolmachev

Abstract

A one-pot parallel synthesis of N(1)-aryl-N(2)-alkyl-substituted oxamides with 2,2,2-trifluoroethyl chlorooxoacetate was developed. The synthesis of a library of 45 oxamides revealed higher efficiency of this reagent over the known ethyl chlorooxoacetate. The reagent was successfully used to prepare the known oxamide-containing HIV entry inhibitors.

References

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Jun 27, 2008·Proceedings of the National Academy of Sciences of the United States of America·David PlouffeElizabeth A Winzeler
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Apr 25, 2012·Journal of Medicinal Chemistry·Francesca CurreliAsim K Debnath
Mar 5, 2014·ACS Combinatorial Science·Andrey V BogolubskyAndrey Tolmachev
Mar 22, 2014·Dalton Transactions : an International Journal of Inorganic Chemistry·Mathieu RouenMarc Mauduit
Jun 24, 2014·ACS Combinatorial Science·Andrey V BogolubskyAndrey Tolmachev

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Citations

Jun 7, 2018·ACS Combinatorial Science·Andrey V BogolyubskyMykhailo Vybornyi
Jan 21, 2020·The Journal of Organic Chemistry·Hanghang WangXiaobing Wan
Dec 2, 2017·Journal of Chemical Information and Modeling·John J IrwinMichael J Keiser

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