ABSTRACT The synthesis of diazo‐containing molecules traditionally relies on hazardous reagents such as azides or hydrazines, which restrict their practicality, especially for large‐scale applications. Herein, we report a novel strategy for diazo transfer utilizing nitrous oxide (N 2 O) fixation at a phosphorus ylide. This method enables the efficient synthesis of valuable organic building blocks under mild, hydrazine‐free conditions. The one‐pot approach provides a safer and more practical route to diazo compounds, which can be trapped directly. This facile pathway gives access to a broad range of dinitrogen‐containing compounds, including 1,2,3‐triazolo heterocycles and (macrocyclic) aldazines. We additionally disclose a new phthalazine heterocycle synthesis utilizing bis‐P‐ylides and N 2 O. Both intra‐ and intermolecular trapping are investigated, which establishes N 2 O fixation as a powerful tool in synthetic methodology.
Yu et al. (Sun,) studied this question.