30057-92-2

Usage

InChI:InChI=1/C15H15NO3S/c1-12-7-9-14(10-8-12)20(18,19)16-11-15(17)13-5-3-2-4-6-13/h2-10,16H,11H2,1H3

Upstream product

• 5468-37-1 2-aminoacetophenone hydrochloride 
• 98-59-9 p-toluenesulfonyl chloride 
• 70-11-1 α-bromoacetophenone 
• 941-55-9 4-toluenesulfonyl azide 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 135733-20-9 O-(Tetrahydro-2H-pyran-2-yl)-N-tosylhydroxylamine 
• 79866-24-3 N-acetyl-N-tosylphenacylamine 
• 135733-19-6 α-(4-Bromobenzyloxy)-N-tosylphenacylamine 
• 135733-17-4 O-Benzyl-N-phenacyl-N-tosylhydroxylamine 
• 55962-05-5 [N-(p-tolylsulfonyl)imino]phenyliodinane 
• 52109-50-9 2-(Methylthio)-2-(p-toluolsulfonamido)acetophenon 
• 98-86-2 acetophenone 
• 78388-19-9 4-methyl-N-(3-methylbut-2-enyl)benzenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 

Downstream Products

• 100970-17-0 N-nitroso-N-phenacyl-toluene-4-sulfonamide 
• 79866-24-3 N-acetyl-N-tosylphenacylamine 

Relevant academic research and scientific papers

A mild and efficient synthesis of α-tosylamino ketones from aryl aziridines in the presence of β-cyclodextrin and NBS in water

NBS has been utilized for the first time for the oxidative cleavage of aryl aziridines involving β-cyclodextrin-aziridine complexes in water to give the corresponding α-amino ketones in high yields.

Regioselective Hydroperoxylation of Aziridines and Epoxides Only with Aqueous Hydrogen Peroxide

A catalyst and organic solvent-free regioselective hydroperoxylation of aziridines and epoxides, including spiroaziridine- and spiroepoxy oxindoles have been explored with commercially available 50% aq. H2O2. This method provides an access to secondary benzylic β-hydroperoxy amines and -alcohols and tertiary 3-hydroperoxy oxindoles. The protocol is also applicable to the less reactive alkyl aziridines. Furthermore, an acid-catalyzed Kornblum-DeLaMare type rearrangement of secondary benzylic hydroperoxide has also been revealed to afford amino- and hydroxyl ketones. (Figure presented.).

Expanding the Protecting Group Scope for the Carbonyl Olefin Metathesis Approach to 2,5-Dihydropyrroles

Chiral pyrrolidine derivatives are important building blocks for natural product synthesis. Carbonyl olefin metathesis has recently emerged as a powerful tool for the construction of such building blocks from chiral amino acid derivatives. Here, we demons

SMALL MOLECULE INHIBITORS OF RNA GUIDED ENDONUCLEASES

The present invention relates to the use of compounds of formula (I) as inhibitors of RNA guided endonucleases, e.g., Cas9 and Cpf1, and methods for the inhibition of the function of such RNA guided endonucleases, including their use in the treatment and

The reaction of prop-2-ynylsulfonium salts and sulfonyl-protected β-amino ketones to epoxide-fused 2-methylenepyrrolidines and S-containing pyrroles

A novel divergent domino annulation reaction of prop-2-ynylsulfonium salts with sulfonyl-protected β-amino ketones has been developed, affording various epoxide-fused 2-methylenepyrrolidines and S-containing pyrroles in moderate to excellent yields. Prop-2-ynylsulfonium salts act as C2synthons in the reactions providing a promising epoxide-fused skeleton in a single operation with readily accessible starting materials.

Phosphine-Catalyzed Synthesis of Chiral N-Heterocycles through (Asymmetric) P(III)/P(V) Redox Cycling

Phosphine-catalyzed tandem Michael addition/intramolecular Wittig reactions have been developed for the synthesis of chiral 2,5-dihydro-1H-pyrrole and tetrahydropyridine derivatives. These processes have been rendered catalytic in phosphine, thanks to the in situ reduction of phosphine oxide by phenylsilane. Furthermore, catalytic and asymmetric P(III)/P(V) processes were implemented using enantiopure chiral phosphines.

An Approach to α- and β-Amino Peroxides via Lewis Acid Catalyzed Ring Opening-Peroxidation of Donor-Acceptor Aziridines and N-Activated Aziridines

Site-selective ring-opening process of two different aziridine classes with hydroperoxide is described herein that provides access to various α- and β-amino and α-(imino)-peroxy compounds. This strain-release-driven peroxide addition to aziridines represents an alternative approach for entries to biologically significant heteroatom substituted organic peroxides and complements existing methods in the field. The peroxide products obtained by this method displayed a different reactivity during peroxide-specific rearrangement processes promoted by either acid or base. Mechanistic studies and useful synthetic elaboration of the products have also been presented. (Figure presented.).

Metal-free C-H Activation over Graphene Oxide toward Direct Syntheses of Structurally Different Amines and Amides in Water

Unprecedented metal-free synthesis of a variety of amines and amides is reported via amination of C(sp3)-H and C(sp2)-H bonds. The strategy involves graphene-oxide/I2-catalyzed nitrene insertion using PhINTs as a nitrene (NT) source in water at room temperature. A wide range of structurally different substrates, viz., cyclohexane, cyclic ethers, arenes, alkyl aromatic systems, and aldehydes/ketones, having an α-phenyl ring have been employed successfully to afford the corresponding nitrene insertion product in good yield, albeit low in few cases. The envisaged method has superiority over others in terms of its operational simplicity, metal-free catalysis, use of water as a solvent, ambient reaction conditions, and reusability of the catalyst.

AuCl3-Catalyzed Ring-Closing Carbonyl–Olefin Metathesis

Compared with the ripeness of olefin metathesis, exploration of the construction of carbon–carbon double bonds through the catalytic carbonyl–olefin metathesis reaction remains stagnant and has received scant attention. Herein, a highly efficient AuCl3-catalyzed intramolecular ring-closing carbonyl–olefin metathesis reaction is described. This method features easily accessible starting materials, simple operation, good functional-group tolerance and short reaction times, and provides the target cyclopentenes, polycycles, benzocarbocycles, and N-heterocycle derivatives in good to excellent yields.

A new tandem synthesis of bis(β,β′-dialkoxy carbonyl) compounds by oxidative cleavage of aziridines under metal-free conditions

An efficient and new approach has been developed to synthesize bis(β,β′-dialkoxy carbonyl) derivatives through the reaction between N-tosylaziridines and malonate esters under ambient air using tBuOK in DMSO solvent. A plausible reaction pathway has been predicted. Control experiments suggested that the reactions proceed through the formation of α-aminoketones. This reaction offers a broad substrate scope, metal-free synthesis, excellent regioselectivity, easily accessible reactants, and simple operation. A gram-scale synthesis demonstrates the potential applications of the present method.