5661-14-3Relevant articles and documents
O-Trimethylsilyl-N-phenylsulfonylacetimidate: Synthesis and Structure
Kolyvanov, N. A.,Lazareva, N. F.,Nikonov, A. Yu.,Serykh, V. Yu.,Sterkhova, I. V.
, p. 1641 - 1645 (2020)
Abstract: A method for silylation of N-acetylbenzenesulfonamide has been proposed. The structural features of the obtained O-trimethylsilyl-N-phenylsulfonylacetimidate have been studied by means of NMR and IR spectroscopy as well as single-crystal X-ray d
Functionalized GO@ZIF-90-supported sulfuric acid and its application in the catalytic synthesis of sulfonamides
Ghazviniyan, Maryam,Masnabadi, Nasrin,Ghasemi, Mohammad Hadi
, p. 457 - 470 (2021/09/28)
In this article, the sulfuric acid supported on the graphene oxide@ZIF-90 composite functionalized with ethylenediamine (GZAH) was synthesized and characterized with FTIR, SEM, TEM, EDS, BET, and TGA. Then, the synthesis of some sulfonamides was performed
Rhodium-catalyzed direct C-H bond alkynylation of aryl sulfonamides with bromoalkynes
Hou, Hongcen,Zhao, Yongli,Pu, Shouzhi,Chen, Junmin
supporting information, p. 2948 - 2953 (2019/03/21)
Herein we report a novel rhodium-catalyzed ortho-mono-alkynylation of aryl sulfonamides. The reactions of N-tosylacetamides with triisopropylsilyl (TIPS)-substituted bromoalkyne are catalyzed by a [(Cp?RhCl2)2] complex without cyclization, forming ortho-(
Iridium-Catalyzed ortho-C?H Amidation of Benzenesulfonamides with Sulfonyl Azides
Hou, Hongcen,Zhao, Yongli,Sheng, Shouri,Chen, Junmin
supporting information, p. 4393 - 4398 (2019/08/28)
We developed herein an iridium-catalyzed direct C?H activation/ C?N bond formation reaction of benzenesulfonamides with sulfonyl azides. The amidation reaction provides a protocol for the synthesis of 2-aminobenzesulfonamides in good to excellent yields. This strategy features a wide substrate scope, tolerates a broad range of functional groups under external oxidant-free conditions and only releases molecular nitrogen as the sole by-product. Moreover, the preliminary mechanism was investigated and the proposed reaction pathway was provided. (Figure presented.).
Alkene Carboarylation through Catalyst-Free, Visible Light-Mediated Smiles Rearrangement
Whalley, David M.,Duong, Hung A.,Greaney, Michael F.
supporting information, p. 1927 - 1930 (2019/01/16)
A light-mediated Truce–Smiles arylative rearrangement is described that proceeds in the absence of any photocatalyst. The protocol creates two C?C bonds from simple starting materials, with the installation of an aryl ring and a difluoroacetate moiety across unactivated alkenes. The reaction proceeds via a radical mechanism, utilizing a light-mediated reduction of ethyl bromodifluoroacetate by N,N,N′,N′-tetramethylethylenediamine (TMEDA) to set up intermolecular addition to an unactivated alkene, followed by Truce–Smiles rearrangement.
Catalytic activity of magnetic Fe3O4@Diatomite earth and acetic acid for the N-acylation of sulfonamides
Ghasemi, Mohammad Hadi,Kowsari, Elaheh,Hosseini, Seyed Kiumars
supporting information, p. 387 - 391 (2016/01/12)
The Br?nsted and Lewis acidic promoted N-acylation of sulfonamides with acetic anhydride or benzoyl chloride has been achieved using glacial acetic acid and magnetic Fe3O4@Diatomite earth. Use of acetic acid as solvent omits the need for organic bases and permits the isolation of products by filtration and precipitation. Additionally, the magnetic composite Fe3O4@Diatomite acts as a conjugate proton super acid, enabling the acylation of sulfonamide compounds.
Sulfonimidation via ring-opening of 2-oxazolines with acidic sulfonimide nucleophiles
Gutierrez, David A.,Dean, Dayton R.,Laxamana, Candace M.,Migliozzi-Smith, Madyson,O'Brien, Connor J.,O'Neill, Claire L.,Li, Jie Jack
, p. 261 - 276 (2016/07/06)
Acidic sulfonimide nucleophiles including dibenzenesulfonimide, o-benzenesulfonimide, dimethanesulfonimide, and N-(methylsulfonyl)-benzenesulfonamide are discovered to open a variety of alkyl-, aryl- and heteroaryl-2-oxazoline rings to provide the sulfonimidation products in refluxing 1,4-dioxane. The electron-rich 2-oxazoline substrates worked well for the nucleophilic ring-opening reactions while no reaction took place for the electron-poor 2-oxazoline substrates.
Regioselective ortho olefination of aryl sulfonamide via rhodium-catalyzed direct C-H bond activation
Xie, Weijia,Yang, Jie,Wang, Baiquan,Li, Bin
, p. 8278 - 8287 (2015/03/18)
Rh(III)-catalyzed ortho C-H olefination of aryl sulfonamide directed by the SO2NHAc group is reported. This oxidative coupling process is achieved highly efficiently and selectively with a broad substrate scope. The reactions of N-tosylacetamid
Ruthenium trichloride catalyzed synthesis of 2,3-unsaturated-N-glycosides via Ferrier azaglycosylation
Reddy, Thurpu Raghavender,Chittela, Sravanthi,Kashyap, Sudhir
supporting information, p. 9224 - 9229 (2017/09/08)
An efficient, economical and mild protocol for the synthesis of 2,3-unsaturated-N-glycosides has been developed using ruthenium(III) chloride. The Ferrier azaglycosylation of glycals with various N-nucleophiles such as sulfonamides, benzamides, carbamates and N-substituted sulfonamides proceeded smoothly to afford the corresponding 2,3-unsaturated-N-glycosides or ‘N-pseudoglycals’ in good yields (64–98%). High α-anomeric selectivity was observed with N-substituted sulfonamides such as N-benzyl or N-phenyl sulfonamides under similar conditions.
