Oxidation of Non-Activated Anilines to Generate N-Aryl Nitrenoids was written by Deng, Tianning;Mazumdar, Wrickban;Ford, Russell L.;Jana, Navendu;Izar, Ragda;Wink, Donald J.;Driver, Tom G.. And the article was included in Journal of the American Chemical Society in 2020.Quality Control of 4-Chloro-2-iodo-1-nitrobenzene This article mentions the following:
A low temperature, protecting group-free oxidation of 2-substituted anilines was developed to generate an electrophilic N-aryl nitrenoid intermediate that can engage in C-NAr bond formation to constructed functionalized N-heterocycles. Exposure of 2-substituted anilines to PIFA and trifluoroacetic acid or 10 mol % of Sc(OTf)3 triggers nitrenoid formation, followed by productive and selective C-NAr and C-C bond formation to yield spirocyclic- or bicyclic 3H-indoles or benzazepinones. Our experiments demonstrated the breadth of these oxidative processes, uncover underlying fundamental elements that control selectivity and demonstrate how the distinct reactivity patterns embedded in N-aryl nitrenoid reactive intermediates can enable access to functionalized 3H-indoles or benzazepinones. In the experiment, the researchers used many compounds, for example, 4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1Quality Control of 4-Chloro-2-iodo-1-nitrobenzene).
4-Chloro-2-iodo-1-nitrobenzene (cas: 160938-18-1) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Alkyl iodides react at a faster rate than alkyl fluorides due to the weak C-I bond.Quality Control of 4-Chloro-2-iodo-1-nitrobenzene
Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com