13150-76-0Relevant academic research and scientific papers
Novel diphenylsulfimide antioxidants containing 2,6-di-tert-butylphenol moieties
Milaeva,Shpakovsky,Maklakova,Rufanov,Neganova,Shevtsova,Churakov,Babkova,Babkov,Kosolapov,Spasov
, p. 2025 - 2034 (2018)
New diphenylsulfimide derivatives containing substituents with the 2,6-di-tert-butylphenol moiety at the nitrogen atom were synthesized. Their molecular structures were established by X-ray diffraction. Antioxidant activity was experimentally evaluated by spectrophotometry based on hydrogen transfer to the stable radicals, namely, 2,2-diphenyl-1-picrylhydrazyl and the 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) radical cation (ABTS·+), and using in vitro lipid peroxidation in rat brain and liver homogenates. The presence of phenol and diphenylsulfimide moieties in one molecule leads to a significant enhancement of antioxidant activity. The new compounds exhibit moderate inhibitory activity against enzymes involved in carbohydrate and lipid metabolism. The evaluation of antiglycation activity showed that the new sulfimides taken at a concentration of 100 μmol L–1 have activity comparable with that of aminoguanidine.
FACILE DEIMINATION OF SULFIMIDES AND SULFODIIMIDES WITH ELEMENTAL SULFUR CATALYZED OR UNCATALYZED BY AMINES
Sato, Ryu,Saito, Nobushige,Saito, Minoru
, p. 1603 - 1606 (1983)
Sulfimides and sulfodiimides were readily deiminated with elemental sulfur catalyzed or uncatalyzed by amines affording corresponding sulfides and its derivatives under mild conditions in excellent yields.
Dibenzothiophenesulfilimines: A Convenient Approach to Intermolecular Rhodium-Catalysed C?H Amidation
Antoni, Patrick W.,Mackenroth, Alexandra V.,Mulks, Florian F.,Rudolph, Matthias,Helmchen, Günter,Hashmi, A. Stephen K.
supporting information, p. 8235 - 8238 (2020/06/17)
A sulfilimine-based Group 9 transition-metal-catalysed C?H amidation procedure is reported. Dibenzothiophene-based sulfilimines were shown to constitute a class of novel amidation reagents which enable the transfer of a wide range of N-sulfonyl and N-acyl
Sulfonylimino group transfer reaction using imino-λ3-iodanes with I2 as catalyst under metal-free conditions
Yoshimura, Akira,Makitalo, Cody L.,Jarvi, Melissa E.,Shea, Michael T.,Postnikov, Pavel S.,Rohde, Gregory T.,Zhdankin, Viktor V.,Saito, Akio,Yusubov, Mekhman S.
, (2019/03/19)
A new practical procedure of imination for sulfide has been developed. The treatment of (N-tosylimino)-phenyl-λ3-iodane, PhINTs, with various sulfides in the presence of a catalytic amount of I2 under metal-free conditions affords the corresponding N-tosylsulfilimine compounds with moderate to good yields. This facile transfer procedure of the sulfonylimino group can also be applied to triphenylphosphine to produce the respective iminotriphenylphosphoranes in high yields. According to the reaction mechanism studies, the process of imination from (N-tosylimino)-phenyl-λ3-iodane to sulfide under the conditions may involve radical steps within the reaction mechanism.
The Stabilized Cation Pool Method: Metal- and Oxidant-Free Benzylic C-H/Aromatic C-H Cross-Coupling
Hayashi, Ryutaro,Shimizu, Akihiro,Yoshida, Jun-Ichi
supporting information, p. 8400 - 8403 (2016/07/27)
Electrochemical oxidation of toluene derivatives in the presence of a sulfilimine gave benzylaminosulfonium ions as stabilized benzyl cation pools, which reacted with subsequently added aromatic nucleophiles to give the corresponding cross-coupling produc
Generation of nitrene by the photolysis of N-substituted iminodibenzothiophene
Morita, Hiroyuki,Tatami, Atsushi,Maeda, Tetsuo,Byung, Ju Kim,Kawashima, Wataru,Yoshimura, Toshiaki,Abe, Hitoshi,Akasaka, Takeshi
body text, p. 7159 - 7163 (2009/04/18)
(Chemical Equation Presented) To evaluate the ability of dibenzothiophene N-substituted sulfilimines as photochemical nitrene sources, their photolyses in the presence of several trapping reagents, such as sulfides, olefins, and phosphorus compounds, were performed. In the reactions, the corresponding imino-transfer compounds, namely sulfilimines, aziridines, and iminophosphoranes, were formed in good yields, indicating dibenzothiophene N-tosyl and N-acylsulfilimines have a potent nature as nitrogen sources.
Highly efficient sulfimidation of 1,3-dithianes by Cu(I) complexes
Giribabu,Singh, Surya P.,Patil, Nandkumar M.,Kantam, M. Lakshmi,Gupte, Sunil P.,Chaudhari, Raghunath V.
, p. 619 - 625 (2008/04/12)
A series of four Cu(I) complexes were tested for sulfimidation of 1,3-dithianes in the presence of [N-(p-tolysulfonyl)imino]phenyliodinane (PhI=NTs) as the nitrene-transfer agent. Cu(TMPhen)(PPh3)Br is an efficient catalyst with more than 90% yield of the
Photo SN-bond cleavage and related reactions of thianthrene sulfilimine derivatives
Fujita, Tomoyuki,Kamiyama, Hideo,Osawa, Yasushi,Kawaguchi, Hiroyuki,Kim, Bung Ju,Tatami, Atsushi,Kawashima, Wataru,Maeda, Tetsuo,Nakanishi, Atsushi,Morita, Hiroyuki
, p. 7708 - 7716 (2008/02/07)
Several 1- and 2-substituted thianthrene sulfilimine derivatives were prepared and the selectivity toward oxidation and N-tosylimination under several conditions was studied. In the photolysis of trans-5-(N-p-tosyl)iminothianthrene 10-oxide (trans-10), photo isomerization to cis-10 was observed. Further, photoimino-transfer reaction of sulfilimines and their 10-mono- and -dioxide derivatives to sulfides was intensively studied to make clear the ability as nitrene precursors.
Synthesis and chemistry of enantiomerically pure 10,11-dihydrodibenzo[b,f] thiepines
Wyatt, Paul,Hudson, Andrew,Charmant, Jonathan,Orpen, A. Guy,Phetmung, Hirihattaya
, p. 2218 - 2232 (2008/02/04)
Several chiral thiepines were efficiently constructed using sulfur diimidazole in combination with a variety of bislithiated carbon fragments. The sulfur atom in these thiepines is found to be unusually unreactive compared to diphenylsulfide. The Royal Society of Chemistry 2006.
Heterogeneous catalytic sulfimidation using immobilized Cu(acac) 2
Lakshmi Kantam,Kavita,Neeraja,Haritha,Chaudhuri,Dehury
, p. 641 - 645 (2007/10/03)
The heterogeneous sulfimidation of various sulfides by microencapsulated copper(II) acetylacetonate, [MC-Cu(acac)2], and Cu(acac)2 immobilized in ionic liquids using [N-(p-tolylsulfonyl)imino]phenyliodinane (PhI=NTs) as nitrene donor
