55975-45-6Relevant academic research and scientific papers
Catalyst-free arylation of sulfonamidesviavisible light-mediated deamination
Ding, Hao,Ding, Qiuping,Du, Xian,Li, Yi-Hui,Liu, Bing-Zhe,Lu, Shi-Man,Luo, Yong,Qi, Wan-Ying,Xu, Xiao-Hong,Xue, Can,Yuan, Han,Zhen, Jing-Song
, p. 9556 - 9560 (2021/07/25)
A novel arylation of sulfonamides with boronic acids to afford numerous diaryl sulfonesviaa visible light-mediated N-S bond cleavage other than the typical transition-metal-catalyzed C(O)-N bond activation is described. This methodology, which represents the first catalyst-free protocol for the sulfonylation of boronic acids, is characterized by its simple reaction conditions, good functional group tolerance and high efficiency. Several successful examples for the late-stage functionalization of diverse sulfonamides indicate the high potential utility of this method in pharmaceutical science and organic synthesis.
Primary Sulfonamide Functionalization via Sulfonyl Pyrroles: Seeing the N?Ts Bond in a Different Light
Ozaki, Tomoya,Yorimitsu, Hideki,Perry, Gregory J. P.
, p. 15387 - 15391 (2021/10/04)
Despite common occurrence in molecules of value, methods for transforming sulfonamides are distinctly lacking. Here we introduce easy-to-access sulfonyl pyrroles as synthetic linchpins for sulfonamide functionalization. The versatility of the sulfonyl pyrrole unit is shown by generating a variety of products through chemical, electrochemical and photochemical pathways. Preliminary results on the direct functionalization of primary sulfonamides are also provided, which may lead to new modes of activation.
Design, synthesis, and biological evaluation of substituted 3-alkylthio-4,5-diaryl-4H-1,2,4-triazoles as selective COX-2 inhibitors
Navidpour, Latifeh,Shafaroodi, Hamed,Abdi, Khosrou,Amini, Mohsen,Ghahremani, Mohammad H.,Dehpour, Ahmad Reza,Shafiee, Abbas
, p. 2507 - 2517 (2007/10/03)
A new type of 4,5-diaryl-4H-1,2,4-triazole, possessing C-3 thio and alkylthio (SH, SMe or SEt) substituents, was designed and synthesized for evaluation as selective cyclooxygenase-2 (COX-2) inhibitors with in vivo anti-inflammatory activity. The compound
Syntheses of 5-Alkylthio-1,3-diaryl-1,2,4-triazoles
Navidpour, Latifeh,Karimi, Leila,Amini, Mohsen,Vosooghi, Mohssen,Shafiee, Abbas
, p. 201 - 204 (2007/10/03)
Arylation of the readily available 3-alkythio-5-aryl-1,2,4-triazoles gave 5-alkylthio-1,3-diaryl-1,2,4-triazoles in moderate yield. The structures of the latter were confirmed by NOE and 13C-NMR.
Radical Pair Mechanism in the Aromatic Rearrangement of O-Alkylsulfinyl-N-phenylhydroxylamines
Heesing, Albert,Kleine Homann, Walter,Muellers, Wolfgang
, p. 152 - 164 (2007/10/02)
O-Alkylsulfinyl-N-benzoyl-N-phenylhydroxylamines (3) rearrange at -70 degC to give sulfonamides 4, o-sulfones 5, p-sulfones 6, and o-sulfonates 7.These reactions proceed intramolecularly via the radical pair 13 by -, - and -shifts in both radicals as proved both by experiments with 18O-indicated N-benzoyl-N-phenylhydroxylamine (1) and by strong 13C-CIDNP effects.The third oxygen in the o-sulfonate 7 is donated by a second molecule of the educt 1.
