21613-44-5Relevant articles and documents
Amine-free approach toward N-toluenesulfonyl amidine construction: A phosphite-mediated beckmann-like coupling of oximes and p-toluenesulfonyl azide
Fleury, Lauren M.,Wilson, Erin E.,Vogt, Monika,Fan, Tiffany J.,Oliver, Allen G.,Ashfeld, Brandon L.
, p. 11589 - 11593 (2013)
Atom hopping: A chlorophosphite-mediated Beckmann ligation of oximes and p-toluenesulfonyl azide gives access to N-sulfonyl phosphoramidines in good to excellent yields. The reaction proceeds under exceptionally mild conditions and constitutes a bioorthogonal approach toward amidines by avoiding the use of amines and transition-metal catalysts. dmp-ol=3,3-dimethylpropanediol. Copyright
o-Phthalic Anhydride/Zn(OTf)2 co-catalyzed Beckmann rearrangement under mild conditions
Xu, Ze-Feng,Zhang, Teng,Hong, Wenjun
supporting information, p. 3113 - 3117 (2019/05/08)
o-Phthalic anhydride/Zn(OTf)2 co-catalyzed Beckmann rearrangement was developed, producing the corresponding amide in up to 99% yield with acid-sensitive functionalities tolerated well, and the scale of the reaction could be enlarged to 77 mmol and the excellent yield was maintained. A successive procedure was developed. Moreover, the reaction was carried out at rt under nearly neutral conditions, and the workup was concise. These features illustrated the potential of the protocol in amide synthesis.
Cu(ii)-Catalyzed asymmetric boron conjugate addition to α,β-unsaturated imines in water
Kitanosono, Taku,Xu, Pengyu,Isshiki, Satoshi,Zhu, Lei,Kobayashi, Shu
supporting information, p. 9336 - 9339 (2014/08/05)
Enantioselective conjugate addition of bis(pinacolato)diboron to α,β-unsaturated imines proceeds smoothly in water in the presence of a chiral copper(ii) complex consisting of Cu(OAc)2 and chiral 2,2′-bipyridine. The corresponding β-boryl imines, which were oxidized to β-hydroxy imines, further leading to γ-amino alcohols, were obtained in high yields and high enantioselectivities.
