3900-22-9

Upstream product

• 3955-65-5 6-methylphenanthridine 
• 71103-53-2 1-([1,1'-biphenyl]-2-yl)ethan-1-one oxime 
• 14548-01-7 phenanthridine N-oxide 
• 2181-42-2 trimethylsulphonium iodide 
• 2311-91-3 monoperoxyphthalic acid 
• 93-59-4 Perbenzoic acid 

Relevant academic research and scientific papers

C2-Selective C-H methylation of heterocyclic N-oxides with sulfonium ylides

A redox-neutral C2-selective methylation of heterocyclic N-oxides with sulfonium ylides is described herein. This report presents unprecedented findings for the utility of sulfonium ylides as the methylation source of N-heterocycles beyond the Corey-Chaykovsky reaction. Intriguingly, pyrrolidine plays a significant role in minimizing the reductive C2-methylation process. This method is characterized by its mild conditions, simplicity, and excellent site selectivity. The applicability of the developed protocol is showcased by the late-stage methylation and sequential transformations of complex drug molecules.

Cathode Material Determines Product Selectivity for Electrochemical C?H Functionalization of Biaryl Ketoximes

The synthesis of polycyclic N-heteroaromatic compounds and their corresponding N-oxides has been developed through electrochemical C?H functionalization of biaryl ketoximes. The oxime substrates undergo dehydrogenative cyclization when a Pt cathode is used, resulting in unprecedented access to a wide range of N-heteroaromatic N-oxides. The products of the electrosynthesis are switched to the deoxygenated N-heteroaromatics by employing a Pb cathode through sequential anode-promoted dehydrogenative cyclization and cathodic cleavage of the N?O bond in the initially formed N-oxide.

Intramolecular Cyclization of Iminoxyl Radicals

Iminyl radicals, generated by oxidation of the corresponding O-carboxymethoximes with persulfate, do not cyclise onto an ajacent azo group but the structurally related iminoxyls cyclise to give indazoles.ESR evidence is presented for the intramolecular ad