736172-32-0Relevant academic research and scientific papers
N-Phenyl-N-aceto-vinylsulfonamides as Efficient and Chemoselective Handles for N-Terminal Modification of Peptides and Proteins
Huang, Rong,Li, Zhihong,Ren, Peiling,Chen, Wenzhang,Kuang, Yuanyuan,Chen, Jiakang,Zhan, Yuexiong,Chen, Hongli,Jiang, Biao
, p. 829 - 836 (2018)
A number of vinylsulfonamides were synthesized and screened to identify reagents that can be used to modify octreotide under biological pH and room temperature with improved efficiency. N-Phenyl-N-aceto-vinylsulfonamide exhibits higher reactivity and has emerged as an efficient reagent that has the ability to realize the selective modification of peptides and proteins at the N-terminus via aza-Michael addition. We showed that, after conjugation of peptides and proteins with the reagent containing a bioorthogonal functional group, the derivatives could be further labelled by functionalities, including fluorescent tags, modified drugs and polyethylene glycol (PEG) polymers without the need for prior treatment. Somatostatin, lysozyme, and RNaseA were selectively modified at the N-terminus, which illustrated the application of the method.
Visible-Light-Promoted Radical Cyclization of N -Arylvinylsulfonamides: Synthesis of CF 3/CHF 2/CH 2CF 3-Containing 1,3-Dihydrobenzo[ c ]isothiazole 2,2-Dioxide Derivatives
Vytla, Devaiah,Kaliyaperumal, Kumargurubaran,Velayuthaperumal, Rajeswari,Shaw, Parinita,Gautam, Raj,Mathur, Arvind,Roy, Amrita
supporting information, p. 667 - 682 (2021/11/13)
A photocatalyzed and highly efficient trifluoromethylation of N-arylvinylsulfonamides using commercially available CF3SO2Cl as the trifluoromethyl radical source under blue LEDs is reported. The reaction proceeds through radical cyclization under mild con
A new approach for the ortho-substitution of anilines and for the synthesis of indolines
Moutrille, Cécile,Zard, Samir Z.
, p. 4631 - 4634 (2007/10/03)
Intermolecular radical addition of a xanthate to a vinyl sulfanilide is followed by ring closure to the aromatic ring to give a dihydrobenzoisothiazole dioxide structure, which upon heating loses sulfur dioxide to give a 2-substituted aniline; in some exa
