90090-41-8Relevant academic research and scientific papers
Alkene Syn- And Anti-Oxyamination with Malonoyl Peroxides
Curle, Jonathan M.,Perieteanu, Marina C.,Humphreys, Philip G.,Kennedy, Alan R.,Tomkinson, Nicholas C. O.
supporting information, p. 1659 - 1664 (2020/02/13)
Malonoyl peroxide 6 is an effective reagent for the syn- or anti-oxyamination of alkenes. Reaction of 6 and an alkene in the presence of O-tert-butyl-N-tosylcarbamate (R3 = CO2 tBu) leads to the anti-oxyaminated product in up to 99% yield. Use of O-methyl-N-tosyl carbamate (R3 = CO2Me) as the nitrogen nucleophile followed by treatment of the product with trifluoroacetic acid leads to the syn-oxyaminated product in up to 77% yield. Mechanisms consistent with the observed selectivities are proposed.
Palladium-Catalyzed ortho-Benzoylation of Sulfonamides through C?H Activation: Expedient Synthesis of Cyclic N-Sulfonyl Ketimines
Ojha, Subhadra,Panda, Niranjan
, p. 561 - 571 (2019/12/24)
The ortho-carbonylation of sulfonylarenes by non-hazardous aryl aldehydes as a carbonyl precursor was reported. In this method, the sulfonamide group serves as a directing group for C?H activation in the presence of a Pd catalyst under ligand-free conditions. The scope of this strategy has been extended to the one-pot two-step synthesis of cyclic N-sulfonyl ketimines under mild reaction conditions. Our approach could be considered as an alternative by circumventing the use of highly reactive organolithium or Grignard reagents to access a wide range of biologically potent cyclic N-sulfonyl ketimines. (Figure presented.).
Highly efficient synthesis of aryl ketones by PEPPSI-palladium catalyzed acylative Suzuki coupling of amides with diarylborinic acids
Wang, Chen,Huang, Lingyun,Wang, Fengze,Zou, Gang
supporting information, p. 2299 - 2301 (2018/05/16)
An improved acylative cross-coupling of various N-methyl-N-tosyl amides with diarylborinic acids for synthesis of aryl ketones is developed. In most cases, aryl ketones could be obtained in excellent yields by using 1 mol% 2,6-diisopropylphenylimidazolylidene and 3-chloropyridine co-supported palladium chloride as catalyst in the presence of 3 equiv. K2CO3 as base in refluxing THF. The readily prepared and cost-effective substrates, N-methyl-N-tosylamides and diarylborinic acids, and the commercially available catalyst system promise a practical and efficient access to aryl ketones.
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
Sulfonamide derivatives
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, (2008/06/13)
The present invention relates to microbicides for agricultural or horticultural use containing a sulfonamide derivative.
SULFONAMIDE DERIVATIVES
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Example 42, (2010/01/31)
The present invention relates to microbicides for agricultural or horticultural use containing sulfonamide derivative of, for example, a formula (I):or a salt thereof,[wherein A1is (1) an aryl group which may be substituted or (2) a heterocyclic group which may be substituted, X1is (1) a chemical bond, (2) a methylene group which may be substituted, or (3) a vinylene group which may be substituted, B1is a five-membered heterocyclic group comprising nitrogen or sulfur atoms as the ring-constructing atoms except for carbon atoms and may be substituted or a condensed heterocyclic group which may be substituted, Z1is (1) a hydrocarbon group which may be substituted, (2) an acyl group which may be substituted, (3) formyl group, (4) an amino group which may be substituted, (5) a group represented by -N=CR1R2(wherein each of R1and R2is a hydrogen atom or a hydrocarbon group which may be substituted), (6) a cyclic amino group, (7) a group represented by -OR3(wherein R3is a hydrogen atom, a hydrocarbon group which may be substituted, an acyl group which may be substituted, formyl group or an alkylsulfonyl group which may be substituted) or (8) -S(O)nR4(wherein n stands for an integer from 0 to 2, R4stands for a hydrogen atom or a hydrocarbon group which may be substituted). The said compounds or the salts thereof are sulfonamide derivatives with microbicidal action, areuseful as excellent microbicides for agricultural or horticultural use, because they are safe, and they have little influence on human beings, farm animals, natural enemies, or the environment, and exert excellent control effects even on resistant microbes.
Carbonic anhydrase inhibitors. Part 37. Novel classes of isozyme I and II inhibitors and their mechanism of action. Kinetic and spectroscopic investigations on native and cobalt-substituted enzymes
Briganti,Pierattelli,Scozzafava,Supuran
, p. 1001 - 1010 (2007/10/03)
The interaction of Zn(II)- and Co(II)-carbonic anhydrase (CA) with a series of compounds possessing moieties resembling the aromatic sulfonamides, such as sulfamide, sulfamic acid, N-substituted aromatic sulfonamides, sulfenamides, sulfinic and seleninic acids, was investigated using kinetic and spectroscopic techniques. All these compounds inhibit the hydrasic and esterasic activity of the enzyme. Their binding within the active site of isozymes I and II is discussed on the basis of modifications of electronic and 1H-NMR spectra of their adducts with the Co(II) enzyme. Some of these compounds represent novel classes of CA inhibitors, possessing equal or stronger potencies than the prototypical inhibitors, the unsubstituted sulfonamides. Qualitative structure-activity correlations are discussed.
Preparation and Reactions of N-Phenacyl-N-tosylhydroxylamines and -hydrazines
Wessig, Pablo,Henning, Hans-Georg
, p. 983 - 986 (2007/10/02)
O-Alkyl-N-phenacyl-N-tosylhydroxylamines 3 were prepared in two steps from O-alkylhydroxylamines 1.In the presence of a base the N-tosylhydroxylamines 3 undergo rearrangement and cleavage to N-tosylphenacylamine (5) and aldehydes 6.N-Alkyl-N'-phenacyl-N,N'-ditosylhydrazines 12 were obtained by stepwise treating of N,N'-ditosylhydrazine with alkyl halide and phenacyl bromide/potassium tert-butoxide/DMF
