Research reveals a novel Michael addition for synthesizing organonitrogen compounds using azidoacrylic acid esters.
A new type of Michael addition of thiols and amines to 2‐azidoacrylic acid esters through azide‐to‐diazo conversion is disclosed. This unusual transformation proceeds via 1,4‐addition accompanied by N─N bond cleavage of phosphazide intermediates generated in situ from 2‐azidoacrylic acid esters and (4‐dimethylaminophenyl)di( tert ‐butyl)phosphine (Amphos) under practical conditions. The high versatility of the resulting Michael adducts enables the synthesis of a wide variety of organonitrogen compounds.
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Mano et al. (2026) studied this question.
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