摘要 : A series of polyfunctional NH-1,2,3-triazoles were prepared directly from propargyl halides and nucleophiles using a powerful, albeit little appreciated, synthetic sequence we call the Banert cascade. Propargyl azides, prepared in... 展开 A series of polyfunctional NH-1,2,3-triazoles were prepared directly from propargyl halides and nucleophiles using a powerful, albeit little appreciated, synthetic sequence we call the Banert cascade. Propargyl azides, prepared in situ from propargyl halides or sulfonates, underwent a thermal rearrangement sequence to tri-azafulvene intermediates, potent electrophiles, which were readily captured by diverse nucleophiles. Using this cascade, a series of racemic azidomethyl(hydroxymethyl)-NH-1,2,3-triazoles were prepared by a two-step protocol that commences with the addition of propargyl chloride to aldehydes and ketones. 收起