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Ru(II)-Catalyzed Switchable C–H Alkylation and Spirocyclization of 2-Arylquinoxalines with Maleimides via ortho-C–H Activation
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2021-01-14 , DOI: 10.1021/acs.joc.0c02745
Sudip Laru 1 , Suvam Bhattacharjee 1 , Mukta Singsardar 1 , Sadhanendu Samanta 1 , Alakananda Hajra 1
Affiliation  

A Ru(II)-catalyzed facile and controllable protocol for C–H alkylation and spirocyclization of 2-arylquinoxalines with maleimides has been achieved under ambient air in high yields. Sequential ortho-C–H activation and C-annulation results in the formation of diverse polyheterocycles containing spiro[indeno[1,2-b]quinoxaline-11,3′-pyrrolidine]-2′,5′-diones, which are of potent interest in medicinal chemistry. Mechanistic investigations suggest a reversible cleavage of the ortho-C–H bond in the turnover-limiting step.

中文翻译:

Ru(II)催化的可交换C–H烷基化和通过芳基C–H活化的马来酰亚胺与2-芳基喹喔啉的螺环化

在环境空气中以高收率获得了Ru(II)催化的CH-H烷基化和2-芳基喹喔啉与马来酰亚胺螺环化的简便且可控的方案。连续的邻-C-H活化和C-环化导致形成包含螺[茚并[1,2 - b ]喹喔啉-11,3'-吡咯烷] -2',5'-二酮的多种多杂环对药物化学的浓厚兴趣。机理研究表明,在营业额限制步骤中邻-C-H键可逆裂解。
更新日期:2021-02-05
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