Metal-free, visible-light-mediated, decarboxylative alkylation of biomass-derived compounds
Metal-free, visible-light-mediated, decarboxylative alkylation of biomass-derived compounds
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DOI：
10.1039/c6gc01101b
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发表时间：
2016-08
期刊：
影响因子：
9.8
通讯作者：
J. Schwarz;B. König
中科院分区：
文献类型：
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作者：
J. Schwarz;B. König
本工作描述了一种温和的，环境友好的方法来激活天然羧酸脱羧烷基化。生物质衍生的酸酯化成N-（酰氧基）邻苯二甲酰亚胺后，活性酯被还原性地裂解以得到烷基，其与缺电子烯烃进行C-C键形成。该反应由有机染料曙红Y和绿色光（535 nm）催化，并且酸的范围包括可从可再生资源获得的丰富的氨基酸、α-含氧酸和脂肪酸。
This work describes a mild, environmentally friendly method to activate natural carboxylic acids for decarboxylative alkylation. After esterification of biomass-derived acids to N-(acyloxy)phthalimides, the active esters are cleaved reductively by photocatalysis to give alkyl radicals, which undergo C–C bond formation with electron-deficient alkenes. This reaction is catalyzed by the organic dye eosin Y and green light (535 nm) and the scope of acids includes abundant amino acids, α-oxy acids and fatty acids which are available from renewable resources.