- Organocatalytic decarboxylative alkylation of N-hydroxy-phthalimide esters enabled by pyridine-boryl radicals
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The decarboxylative alkylation of N-hydroxyphthalimide (NHPI) based reactive esters with olefins has been achieved via an organocatalytic strategy. Control experiments and density functional theory calculations suggest that these reactions involve a boryl-radical mediated decarboxylation pathway, which is different from the single electron transfer involved in decarboxylative alkylation reactions reported previously. This metal-free decarboxylative alkylation reaction features good functional compatibility, and broad substrate scope illustrated by the transformations of both the alkyl and aryl carboxylic acid derivatives.
- Gao, Liuzhou,Wang, Guoqiang,Cao, Jia,Yuan, Dandan,Xu, Cheng,Guo, Xuewen,Li, Shuhua
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p. 11534 - 11537
(2018/11/10)
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- Substituted Hantzsch Esters as Versatile Radical Reservoirs in Photoredox Reactions
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Substituted Hantzsch esters can act as radical reservoirs in photoredox reactions, steadily releasing a carbon radical and a hydrogen atom radical in the absence of an additional electron acceptor. We propose that radical release by substituted Hantzsch esters occurs via a mechanism involving an internal redox cycle. Cinnamidecinnamides, styrenes, α,β-unsaturated acids, and diarylethenes could be alkylated smoothly with these reagents. (Figure presented.).
- Gu, Fangjun,Huang, Wenhao,Liu, Xu,Chen, Wenxin,Cheng, Xu
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supporting information
p. 925 - 931
(2018/01/04)
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