One-Pot Access to a Library of Dispiro Oxindole-pyrrolidine/pyrrolothiazole-thiochromane Hybrids via Three-Component 1,3-Dipolar Cycloaddition Reactions

被引：18
|
作者：
Rani, Gandhi Uma [1 ]
Kumar, Sundaravel Vivek [1 ]
Bharkavi, Chelliah [1 ]
Menendez, J. Carlos [2 ]
Perumal, Subbu [1 ]
机构：
[1] Madurai Kamaraj Univ, Sch Chem, Dept Organ Chem, Madurai 625021, Tamil Nadu, India
[2] Univ Complutense, Fac Farm, Dept Quim Organ & Farmaceut, E-28040 Madrid, Spain
来源：
ACS COMBINATORIAL SCIENCE | 2016年 / 18卷 / 06期
关键词：
1,3-dipolar cycloaddition; 3-arylidenethiochroman-4-ones; dispiro-oxindolo-pyrrolidine-thiochroman-4-one; dispiro-oxindole-pyrrolothiazole-thiochroman-4-one; azomethine ylides; HUMAN STEROID SULFATASE; MAMMALIAN-CELL CYCLE; ANTICONVULSANT ACTIVITY; ASPERGILLUS-FUMIGATUS; INHIBITORY-ACTIVITY; MOLECULAR DOCKING; DERIVATIVES; ALKALOIDS; FACILE; AGENTS;
D O I：
10.1021/acscombsci.6b00011
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A library of novel dispiro compounds containing oxindole pyrrolidine/oxindolopyrrolothiazole-thiochroman-4-one, hybrid frameworks has been synthesized in a fully,regio- and stereoselectiye fashion by the three-component 1,3-dipolar cycloaddition of azomethine ylides generated in situ from the condensation of isatins and secondary amino acids (sarcosine/L-thioproline) with 3-arylidenethiochroman-4-ones. This, experimentally simple protocol provides good yields of structurally complex, biologically relevant heterocycles in a single operation.
引用
收藏
页码：337 / 342
页数：6
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