10399-00-5Relevant articles and documents
Practical N-hydroxyphthalimide-mediated oxidation of sulfonamides to N-sulfonylimines
Wang, Jian,Yi, Wen-Jing
, (2019)
A new method to prepare sulfonylimines through the oxidation of sulfonamides mediated by N-hydroxyphthalimide under mild conditions has been developed. Compared to reported oxidation methods, broader substrates scope and milder conditions were achieved in
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Schoenberg,A. et al.
, p. 1819 - 1822 (1967)
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Synthesis of N-sulfonylimines using CeCl3 under neutral conditions
Zhu, Xun,Wei, Yunyang
, p. 363 - 364 (2012)
An efficient and environmentally benign method for the synthesis of N-sulfonylimines is reported. Condensation of aryl sulfonamides with different aromatic aldehydes and ketones gave N-sulfonylimines in good to excellent yields in the presence of 10 mol% CeCl3 as catalyst. This method can be used with both aldehydes and ketones.
Chiral Bifunctional Phosphine Ligand Enables Gold-Catalyzed Asymmetric Isomerization and Cyclization of Propargyl Sulfonamide into Chiral 3-Pyrroline
Cheng, Xinpeng,Zhang, Liming
supporting information, p. 8194 - 8198 (2021/11/01)
This work details an asymmetric gold-ligand cooperative catalysis that transforms readily accessible chiral/achiral propargylic sulfonamides into chiral 3-pyrrolines. A bifunctional biphenyl-2-ylphosphine ligand featuring a chiral tetrahydroisoquinoline fragment is essential for the observed metal-ligand cooperation and the asymmetric induction. 2,5-cis-3-Pyrrolines are formed with excellent diastereoselectivities in a matched scenario. The mismatched scenario by using the ligand enantiomer delivers 2,5-trans-3-pyrrolines with >5/1 diastereoselectivity. The synthetic utilities of this chemistry are demonstrated.
Direct Synthesis of Enolizable N-Sulfonyl Ketimines under Microwave Irradiation
Ortiz, Pablo,Collados, Juan F.,Harutyunyan, Syuzanna R.
supporting information, p. 1247 - 1250 (2016/03/19)
N-sulfonyl imines are widely used as substrates for a range of transformations. Access to N-sulfonyl aldimines is straightforward through direct condensation between the parent aldehyde and the sulfonamide. However, this approach is not efficient for the