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Singlet oxygen mediated dual C-C and C-N bond cleavage in visible light.
Organic & Biomolecular Chemistry ( IF 3.2 ) Pub Date : 2020-03-26 , DOI: 10.1039/d0ob00563k
Ritu 1 , Charu Sharma 1 , Sharvan Kumar 1 , Nidhi Jain 1
Affiliation  

A tandem cleavage of carbon-carbon and carbon-nitrogen bonds in imidazo[1,2-a]pyridines and imidazo[1,2-a]quinolines is reported in the presence of eosin Y and visible light. The ring opening occurs under ambient conditions through singlet oxygen insertion, bond cleavage and CO2 elimination, and produces N-(pyridin-2-yl) amides and N-(quinolin-2-yl) amides in high yields. The reaction shows good versatility, and does not require strong external oxidants and additives.

中文翻译:

单线态氧在可见光下介导的CC和CN键双键断裂。

据报道,在曙红Y和可见光存在下,咪唑并[1,2-a]吡啶和咪唑并[1,2-a]喹啉中的碳-碳和碳-氮键串联裂解。开环在环境条件下通过单线态氧插入,键裂解和CO 2消除而发生,并以高收率产生N-(吡啶-2-基)酰胺和N-(喹啉-2-基)酰胺。该反应显示出良好的通用性,并且不需要强外部氧化剂和添加剂。
更新日期:2020-04-24
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