Efficient Synthesis of 1-Arylquinoxalin-2(1H)-ones via Cyclocondensation of N-Aryl-Substituted 2-Nitrosoanilines with Functionalized Alkyl Acetates

被引：16

作者：

Wrobel, Zbigniew ^{[1
]}

Stachowska, Karolina ^{[1
]}

Kwast, Andrzej ^{[1
]}

Goscik, Agata ^{[1
,2
]}

Krolikiewicz, Magdalena ^{[1
,3
]}

Pawlowski, Robert ^{[1
,3
]}

Turska, Izabela ^{[1
,4
]}

机构：

[1] Polish Acad Sci, Inst Organ Chem, PL-01224 Warsaw, Poland

[2] Warsaw Univ Life Sci, Interfac Dept Biotechnol, Warsaw, Poland

[3] Univ Warsaw, Fac Chem, Warsaw, Poland

[4] Warsaw Univ Technol, Fac Chem, Warsaw, Poland

来源：

HELVETICA CHIMICA ACTA | 2013年 / 96卷 / 05期

关键词：

Quinoxalin-2(1H)-ones; Cyclocondensation; Acylation; QUINOXALINONE DERIVATIVES; CONDENSATION; INHIBITORS; NITROARENES; PTERIDINE; PRODUCTS; SULFONES; ANALOGS; POTENT;

D O I：

10.1002/hlca.201200304

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

N-Aryl-substituted 2-nitrosoanilines (=2-nitrosobenzenamines) 1, readily available by nucleophilic substitution of the ortho-H-atom in nitroarenes with arenamines, react with 2-substituted acetic acid esters in the presence of a weak base giving 1-arylquinoxalin-2(1H)-ones (Scheme2). This cyclocondensation allows for the synthesis of compounds 24, unsubstituted at C(3) or substituted by alkyl, aryl, ester, amide, and keto groups, in good to excellent yields (Tables14).

引用

页码：956 / 968

页数：13

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