Chemical equivalent of arene oxides and oxepines: substitution patterns in nitrogen Heterocycles. A case study in the U.S.

The molecule of the active ingredients in pharmaceuticals and agrochemicals is largely composed of carbon atoms, but they also contain other atoms such as nitrogen, oxygen and sulfur. It’s a good idea for chemists to change the skeletons with another element so they can create analogues of biologically active compounds. However, this conceptually straightforward and potentially versatile transformation is missing from much of the extensive repertoire of reactions used for organic synthesis. An example of a single-atom substitution is provided in a paper by Woo et al.1, that talks about replacing a carbon atom with a nitrogen atom in quinolines.

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Source: Carbon-to-nitrogen single-atom transmutation of azaarenes

Photolysis and bond activation of pyridines in diethylamine. A story of a cut and sew-it-and-lose transformation

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Source: Carbon-to-nitrogen single-atom transmutation of azaarenes

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