Li Shan-Shan, Jiang Yu-Shi, Chen Li-Ning, Chen Dan-Na, Luo Xue-Ling, Pan Cheng-Xue, Xia Peng-Ju
School of Chemistry and Pharmaceutical Sciences, Guangxi Normal University, Guilin 541004, P. R. China.
Org Lett. 2023 Sep 29;25(38):7009-7013. doi: 10.1021/acs.orglett.3c02584. Epub 2023 Sep 14.
The 1,2-iminylalkylation of diazenes using alkyl iodides in combination with an -benzoyl oxime is reported. In this transformation, -benzoyl oxime acted as a radical precursor and XAT mediator. In addition to common alkyl iodides, other alkyl iodides such as iodomethane, iodomethane-, trifluoroiodomethane, ethyl difluoroiodoacetate, and iodoalkanes containing unprotected hydroxyl and amide groups can also serve as C-radical precursors in the 1,2-iminylalkylation with electrophilic diazenes as radical acceptors.
报道了使用烷基碘与α-苯甲酰肟相结合实现重氮化合物的1,2-亚氨基烷基化反应。在该转化过程中,α-苯甲酰肟充当自由基前体和XAT介导剂。除了常见的烷基碘外,其他烷基碘,如碘甲烷、一碘甲烷、三氟碘甲烷、二氟碘乙酸乙酯以及含有未保护羟基和酰胺基的碘代烷烃,在以亲电重氮化合物作为自由基受体的1,2-亚氨基烷基化反应中也可作为C-自由基前体。