100956-66-9Relevant articles and documents
Corrigendum to “Transition-metal-free synthesis of aromatic amines via the reaction of benzynes with isocyanates” [Tetrahedron Lett. 59 (2018) 671–674](S0040403918300352)(10.1016/j.tetlet.2018.01.022)
Seo, Jeong Hoon,Ko, Haye Min
, p. 1213 - 1213 (2019)
The authors regret that the structure of Scheme 3 is shown incorrectly. The structure of the compound 3e' is shown correctly here.[Figure presented] The penultimate paragraph of the “Results and Discussion” section should read as follows: During the investigation of several substrates, we observed the unexpected product 3e' which had a diphenyl backbone with a tosyl amine in 45% yield (Scheme 3). This structure was confirmed by 1H NMR, 13C NMR, and high-resolution mass spectroscopy. The diphenyl scaffold is useful to develop new ligands, or synthesize materials, pharmaceuticals, and natural products.The Authors also note corrections needed to the data of compound 3j in the Supplementary Data files. This should be re-written as follows: 13C NMR (125 MHz, CDCl3) δ 150.4 (dd, 1C, JC–F = 242.8, 8.2 Hz), 148.3 (dd, 1C, JC–F = 240.6, 7.3 Hz), 144.4, 135.6, 133.0 (dd, 1C JC–F = 8.1, 3.3 Hz), 129.9, 127.3, 118.1 (q, 1C, JC-F = 3.3 Hz), 117.8 (dd, 1C, JC–F = 18.2, 1.3 Hz), 111.8 (d, 1C, JC–F = 20.3 Hz), 21.6.The updated Supplementary Data files have been published online with this Corrigendum. The authors would like to apologise for any inconvenience caused.
Transition-metal-free synthesis of aromatic amines via the reaction of benzynes with isocyanates
Seo, Jeong Hoon,Ko, Haye Min
supporting information, p. 671 - 674 (2018/01/19)
An unexpected reaction between benzynes and isocyanates to generate aromatic amines has been developed under transition-metal-free conditions. The in situ prepared anions formed through cleavage of the N–C bond in isocyanates, reacted with aryne precursor
Electron-withdrawing substituted benzenesulfonamides against the predominant community-associated methicillin-resistant Staphylococcus aureus strain USA300
Phetsang, Wanida,Chaturongakul, Soraya,Jiarpinitnun, Chutima
, p. 461 - 471 (2013/07/26)
A small focused chemical library constituted of sulfonamides was synthesized. These compounds were designed to lack the p-aminobenzene moiety typically found in sulfonamide antibiotics. Antimicrobial activities of these synthetic compounds were investigated against global predominant methicillin-resistant Staphylococcus aureus (MRSA) strain USA300 (SF8300) and control strains of Staphylococcus aureus (S. aureus) ATCC 25923 and ATCC 29213 using disk diffusion and microdilution assays. Based on susceptibility results, potent S. aureus and MRSA USA300 growth inhibitors such as N-[3,5- bis(trifluoromethyl)phenyl]-4-bromobenzenesulfonamide with minimum inhibitory concentration (MIC) as low as 5.6 μg/cm3 along with other effective sulfonamides were discovered. Structure-activity correlations revealed that these desamino-benzenesulfonamides required electron-withdrawing substituents to be effective inhibitors of bacterial pathogen growth. In addition, their ability to inhibit growth of S. aureus strains was retained even when bacterial folate synthetic intermediate, p-aminobenzoic acid (PABA), was supplemented, whereas PABA supplementation completely diminished the antibacterial activity of the known sulfa drug tested, sulfamethoxazole. The sulfa-resistant MRSA strain COL also showed great susceptibility to these desamino-benzenesulfonamides. These results imply a unique mechanism of growth inhibition by these potent desamino-benzenesulfonamides, different from the well-known folate pathway target of sulfonamide antibiotics.
