Cs2CO3-promoted P-N coupling reaction of H-phosphoryl compounds with N-tosylhydrazones to afford N-phosphorylhydrazones via diazo intermediates

The Cs2CO3-promoted P-N coupling reaction of H-phosphoryl compounds and N-tosylhydrazones is reported. Formally, this transformation represents an interesting example of exchanging the sulfur and phosphorus functionalities to convert N-tosylhydrazones to N-phosphorylhydrazones. The reaction may take place via the nucleophilic interception of the in-situ generated diazo intermediates by H-phosphoryl compounds at the terminal nitrogen atom.