The synthesis of fluorescent benzofuro[2,3-c]pyridines via palladium-catalyzed heteroaromatic C–H addition and sequential tandem cyclization,Organic Chemistry Frontiers

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The synthesis of fluorescent benzofuro[2,3-c]pyridines via palladium-catalyzed heteroaromatic C–H addition and sequential tandem cyclization
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2020/02/10 , DOI: 10.1039/c9qo01491h
Wenzhang Xiong _{1,

2,

3,

4} , Zhongyan Chen _{1,

2,

3,

4} , Yinlin Shao _{1,

2,

3,

4} , Renhao Li _{3,

4,

5,

6} , Kun Hu _{1,

2,

3,

4} , Jiuxi Chen _{1,

2,

3,

4}

Affiliation

A Pd-catalyzed tandem reaction of 2-(cyanomethoxy)chalcones with thiophenes through direct C–H addition and sequential intramolecular conjugate addition/cyclization/aromatization provides a diverse range of 3-aryl-1-(thiophen-2-yl)benzofuro[2,3-c]pyridines. A representative product was assessed as a ratiometric fluorescent probe for Hg²⁺. This chemistry could also be applied to the synthesis of other fused ring systems.

中文翻译：

通过钯催化杂芳族CHH加成和顺序串联环化反应合成荧光苯并呋喃[2,3-c]吡啶

通过直接C–H加成和分子内共轭物加成/环化/芳构化的Pd催化的2-（氰基甲氧基）查耳酮与噻吩的串联反应提供了范围广泛的3-芳基-1-（噻吩-2-基）苯并呋喃[ 2,3- c ]吡啶。代表性产品被评估为Hg ²⁺的比例荧光探针。该化学方法也可以应用于其他稠环系统的合成。

更新日期：2020-03-03

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