Key Laboratory of Mesoscopic Chemistry of Ministry of Education, Institute of Theoretical and Computational Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China.
Chem Commun (Camb). 2018 Oct 11;54(82):11534-11537. doi: 10.1039/c8cc06152a.
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.
通过有机催化策略，实现了 N-羟基邻苯二甲酰亚胺（NHPI）基反应酯与烯烃的脱羧烷基化反应。对照实验和密度泛函理论计算表明，这些反应涉及硼自由基介导的脱羧途径，与之前报道的脱羧烷基化反应中涉及的单电子转移不同。这种无金属脱羧烷基化反应具有良好的功能兼容性和广泛的底物范围，包括烷基和芳基羧酸衍生物的转化。
