2,2,2-Trifluoroethyl Chlorooxoacetate-Universal Reagent for One-Pot Parallel Synthesis of N1-Aryl-N2-alkyl-Substituted Oxamides

被引：7

作者：

Bogolubsky, Andrey V. ^{[1
]}

Moroz, Yurii S. ^{[1
,2
]}

Mykhailiuk, Pavel K. ^{[1
,3
]}

Pipko, Sergey E. ^{[2
]}

Zhemera, Anton V. ^{[1
]}

Konovets, Anzhelika I. ^{[1
,4
]}

Stepaniuk, Olena O. ^{[1
,5
]}

Myronchuk, Inna S. ^{[1
,5
]}

Dmytriv, Yurii V. ^{[1
]}

Doroschuk, Roman A. ^{[3
]}

Zaporozhets, Olga A. ^{[3
]}

Tolmachev, Andrey ^{[1
,2
]}

机构：

[1] Enamine Ltd, 78 Chervonotkatska St, UA-02094 Kiev, Ukraine

[2] Kyiv Natl Taras Shevchenko Univ, ChemBioCtr, UA-02094 Kiev, Ukraine

[3] Kyiv Natl Taras Shevchenko Univ, Dept Chem, UA-01601 Kiev, Ukraine

[4] Kyiv Natl Taras Shevchenko Univ, Inst High Technol, UA-03187 Kiev, Ukraine

[5] Natl Tech Univ Ukraine, Kyiv Politech Inst, UA-03056 Kiev, Ukraine

来源：

ACS COMBINATORIAL SCIENCE | 2015年 / 17卷 / 10期

关键词：

N-1-aryl-N-2-alkyl-substituted oxamides; parallel synthesis; one-pot approach; ethyl chlorooxoacetate; 2,2,2-trifluoroethyl chlorooxoacetate; N-HETEROCYCLIC CARBENES; ASYMMETRIC ALLYLIC SUBSTITUTION; ACID IONIZATION CONSTANTS; REDUCTIVE AMINATION; NHC LIGANDS; DESIGN; INHIBITORS; PHOSPHATES; MECHANISM; ALCOHOLS;

D O I：

10.1021/acscombsci.5b00091

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

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.

引用

页码：615 / 622

页数：8

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