Efficient catalyst-free tricomponent synthesis of new spiro[cyclohexane-1,4′-pyrazolo[3,4-e][1,4]thiazepin]-7′(6′H)-ones

被引:5
|
作者
Becerra-Rivas, Christian [1 ]
Cuervo-Prado, Paola [1 ]
Orozco-Lopez, Fabian [1 ]
机构
[1] Univ Nacl Colombia, Grp Studies Synth & Applicat Heterocycl Cpds, Ciudad Univ, Bogota 14490, Colombia
关键词
Spiroheterocycles; 1,4-thiazepin-3-ones; aminopyrazoles; tricomponent reaction; catalyst-free; DERIVATIVES; DISCOVERY; SERIES;
D O I
10.1080/00397911.2018.1554143
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A series of spirocyclohexane-1,4 '-pyrazolothiazepinones were synthesized by one-pot multicomponent cyclocondensation reactions between 5-amino-1-arylpyrazoles, cyclohexanone and mercaptoacetic acid with good yields and easy purification protocols. Some control experiments involving isolation of reaction intermediates were performed leading to the proposal of three alternative mechanistic pathways conducting to the named spiroheterocycles. All target molecules were fully characterized by IR, NMR, melting point and HRMS. [GRAPHICS] .
引用
收藏
页码:367 / 376
页数:10
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