Access to (Z)-β-Substituted Enamides from N1-H-1,2,3-Triazoles.
Tao WangZongyuan TangHan LuoYi TianMingchuan XuQixing LuBao-Sheng LiPublished in: Organic letters (2021)
A direct ring-opening/nucleophilic substitution reaction of N1-H-1,2,3-triazoles has been described. Divergent (Z)-β-halogen- or sulfonyl-substituted enamides could be stereospecifically synthesized in a tunable manner. This strategy might not only enable a new ring-opening method of N1-H-1,2,3-triazoles under nonmetal catalysis and mild reaction conditions but also offer a good opportunity to reliably access versatile (Z)-β-substituted enamides that could be used as synthetic precursors for further synthetic transformations.