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Visible-Light-Mediated Decarboxylative Alkylation Cascade Cyano Insertion/Cyclization of N-Arylacrylamides under Transition-Metal-Free Conditions
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2018-01-12 00:00:00 , DOI: 10.1021/acs.joc.7b03080
Yulan Yu 1 , Weiwen Yuan 1 , Hansheng Huang 1 , Zhiqiang Cai 1 , Ping Liu 1 , Peipei Sun 1
Affiliation  

The visible-light-mediated decarboxylative functionalization of aliphatic carboxylic acids using organocatalysts has rarely been reported. This study represented an environmentally benign decarboxylation method involving the combination of eosin Y and (NH4)2S2O8. This system converted aliphatic carboxylic acids to alkyl radicals, followed by their addition to the carbon–carbon double bond of the N-arylacrylamide cascade cyano insertion/cyclization to construct alkylated phenanthridines in moderate to good yields under photoredox catalysis.

中文翻译:

无过渡金属条件下N-芳基丙烯酰胺的可见光介导的脱羧烷基化级联氰插入/环化

很少报道使用有机催化剂的脂肪族羧酸的可见光介导的脱羧官能化。这项研究代表了一种环境友好的脱羧方法,涉及曙红Y和(NH 42 S 2 O 8的结合。该体系将脂肪族羧酸转化为烷基,然后将其添加到N-芳基丙烯酰胺级联氰基插入/环化反应的碳-碳双键中,以在光氧化还原催化下以中等至良好的收率构建烷基化的菲啶。
更新日期:2018-01-12
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