Thiazolium salt-catalyzed [3 + 2 + 1] cyclization for the synthesis of trisubstituted 2-pyrones using arylglyoxals as a carbonyl source,Organic Chemistry Frontiers

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Thiazolium salt-catalyzed [3 + 2 + 1] cyclization for the synthesis of trisubstituted 2-pyrones using arylglyoxals as a carbonyl source
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2017-11-14 00:00:00 , DOI: 10.1039/c7qo00899f
Li-Chen Xu _{1,

2,

3,

4,

5} , Peng Zhou _{1,

2,

3,

4,

5} , Jia-Zhuo Li _{1,

2,

3,

4,

5} , Wen-Juan Hao _{1,

2,

3,

4,

5} , Shu-Jiang Tu _{1,

2,

3,

4,

5} , Bo Jiang _{1,

2,

3,

4,

5}

Affiliation

A new thiazolium salt-catalyzed [3 + 2 + 1] cyclization of acetylenedicarboxylates with arylglyoxals has been developed, enabling organocatalytic umpolung to access trisubstituted 2-pyrones with good yields via C–C bond cleavage, in which arylglyoxals played dual roles as a ring component as well as a carbonyl source. The reaction mechanism was proposed based on LC-MS analysis.

中文翻译：

噻唑盐催化的[3 + 2 + 1]环化反应，以芳基乙二醛为羰基来源合成三取代的2-吡喃酮

已开发出一种新的噻唑鎓盐催化的乙炔基二羧酸与芳基乙二醛的[3 + 2 + 1]环化反应，使有机催化的umpolung能够通过C–C键裂解获得高收率的三取代2-吡喃酮，其中芳基乙二醛起着环的双重作用。组分以及羰基来源。基于LC-MS分析提出了反应机理。

更新日期：2017-11-23

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