32501-94-3

Upstream product

• 6228-98-4 phenylthioacetylene 
• 67960-26-3 4-benzenesulfonyl-isoxazol-5-ylamine 
• 3559-73-7 phenyl 2,2-dichlorovinyl sulfone 
• 86143-88-6 β,β-dibromovinyl phenyl sulfone 
• 98-09-9 benzenesulfonyl chloride 
• 14630-40-1 Bis(trimethylsilyl)ethyne 
• 32501-93-2 1-(Phenylsulfonyl)-2-(trimethylsilyl)acetylene 
• 74-88-4 methyl iodide 
• 873-55-2 sodium benzenesulfonate 
• 1066-54-2 trimethylsilylacetylene 
• 868519-94-2 [(3-azidobuta-1,2-dienyl)sulfonyl]benzene 

Downstream Products

• 55990-93-7 (2-benzenesulfonyl-ethylidene)-tert-butyl-amine oxide 
• 72208-98-1 N-(4-benzenesulfonyl-3-benzenesulfonylmethyl-2-phenyl-isoxazolidin-5-yl)-N-phenyl-hydroxylamine 
• 137117-54-5 (E)-((1-Iodo-3-methyl-1-butenyl)sulfonyl)benzene 
• 137117-74-9 (Z)-((1-Iodo-3-methyl-1-butenyl)sulfonyl)benzene 
• 105066-03-3 3-Methyl-2-(methylphenylamino)-5-(phenylsulfinyl)furan 
• 137117-10-3 (E)-((1-Iodo-1-hexenyl)sulfonyl)benzene 
• 137117-10-3 (Z)-((1-Iodo-1-hexenyl)sulfonyl)benzene 
• 74761-79-8 4-((E)-2-Benzenesulfonyl-vinyl)-4-methyl-2-phenyl-4H-oxazol-5-one 
• 117113-21-0 3-Benzenesulfonyl-1,2-dimethyl-5-phenyl-1H-pyrrole 
• 137117-79-4 (Z)-((5-Chloro-1-iodo-1-pentenyl)sulfonyl)benzene 
• 74761-80-1 4-((E)-2-Benzenesulfonyl-vinyl)-4-isobutyl-2-phenyl-4H-oxazol-5-one 
• 106910-53-6 5-Benzenesulfonyl-1,3-diphenyl-1H-pyrazole 
• 106910-52-5 4-Benzenesulfonyl-1,3-diphenyl-1H-pyrazole 
• 117113-24-3 3-Benzenesulfonyl-1,5-dimethyl-2-phenyl-1H-pyrrole 

Relevant academic research and scientific papers

Synthesis, characterization, and reaction of ethynyl(phenyl)-λ3-iodane complex with [18]crown-6

Iodine(III) crowned: Slow evaporation of solvents afforded the 1:1 complex 1 between [H-C≡C-I-Ph]BF4 and [18]crown-6 (18C6). Both the solid-state and solution structures of 1 were determined. Reaction of 1 with methanol proceeds in a Michael-type fashion. The complexation with 18C6 increases the stability of labile λ3-iodanes, such as 1.

Synthesis of 2-Azabicyclo[m.n.0]–Alkanes and Their Application towards the Synthesis of Strychnos and Stemona Classes of Alkaloids

2-Azabicyclo[m.n.0]alkane ring systems, the conceptual precursors towards the synthesis of Strychnos and Stemona classes of alkaloids, were synthesized from tert-butyl 2-(phenylsulfonyl)-7-aza-bicyclo[2.2.1]hept-2-ene-7-carboxylate by alkyl Grignard reaction and intramolecular cyclisation of the in situ generated ring opening product 2. The synthesized cis-hexahydroindole 3 and cis-octahydro-benzo[b]azepine 5 scaffolds were utilized to construct the advanced intermediates 25 and 35, respectively, towards the synthesis of the corresponding Strychnos and Stemona classes of alkaloids.

CARBON MONOXIDE-RELEASING MOLECULES TRIGGERED BY PHYSIOLOGICAL STIMULI

The present invention generally relates to carbon monoxide releasing compounds and compositions, and their use as carbon monoxide prodrugs.

Regiocontrolled synthesis of ring-fused thieno[2,3-c]pyrazoles through 1,3-dipolar cycloaddition of nitrile imines with sulfur-based acetylenes

1,3-Dipolar cycloadditions of C-carboxymethyl-N-arylnitrile imines with substituted acetylenes bearing thiol or sulfone groups were studied. The sulfur controls the regiochemistry of the reaction, and this protocol was applied to the synthesis of ring-fus

New way to methylene-2H-azirines and their use as powerful intermediates for the stereo- and regioselective synthesis of compounds with vinylamine substructure

New and relatively stable methylene-2H-azirines 1 have been prepared by photolysis of allenyl azides or from 2-halo-2H-azirines by elimination of HX (X = halogen). The reaction of these methylene-2H-azirines with nucleophiles led to the highly stereo- and

The behaviors of metal acetylides with dinitrogen tetroxide

Lithium phenylacetylide (1a) and N2O4 (2) at - 78° yield diphenylbutadiyne (6a) by oxidative coupling, phenylacetylene (7a) by oxidation and then solvent H-abstraction, and benzoyl cyanide (8) by dimerizative-rearrangement of nitroso(phenyl)acetylene (23). Nitro(phenyl)acetylene (3, R = Ph) is not obtained. Benzonitrile (9), a further product, possibly results from hydrolytic decomposition of nitroso(phenyl)ketene (27) generated from phenylacetylenyl nitrite (26). Phenylacetylene (7a) and 2 give, along with (E)- and (Z)-1,2-dinitrostyrenes (34 and 35, resp.), 3-benzoyl-5-phenylisoxazole (10), presumably as formed by cycloaddition of benzoyl nitrile oxide (40) to 7a. Further, 2 reacts with other lithium acetylides (1b-1e), and with sodium, magnesium, zinc, copper, and copper lithium phenylacetylides, 1f-1l, to yield diacetylenes 6a-6c and monoacetylenes 7a-7c. Conversions of metallo acetylide aggregates to diacetylenes are proposed to involve generation and addition reactions of metallo acetylide radical cationic intermediates in cage, further oxidation, and total loss of metal ion. Loss of metal ions from metallo acetylide radical cations and H-abstraction by non-caged acetylenyl radicals will give terminal acetylenes. The principal reactions (75-100%) of heavy metal acetylides phenyl(trimethylstannyl)acetylene (44) and bis(phenylacetylenyl)mercury (47) with 2 are directed nitrosative additions (NO+) and loss of metal ions to give nitroso(phenyl)ketene (27), which converts to benzoyl cyanide (8).

A simplified method for the preparation of ethynyl P-tolyl sulfone and ethynyl phenyl sulfone

Silica gel mediated desilylation of aryl 2-(trimethylsilyl)ethynyl sulfones was found to greatly simplify the synthesis of the acetylenic sulfones, ethynyl p-tolyl sulfone 1 and ethynyl phenyl sulfone 2. Each were easily prepared in good yield and high purity on a multigram scale from bis(trimethylsilyl)acetylene 3.

Unusual Two-Bond 13C,13C Coupling Constants in Sulphones

A measurable coupling between carbon atoms through the SO2 group is observed in a series of structurally diverse sulphones.In open-chain (single coupling path) sulphones this 2J coupling ranges from 5.5 to 27.2 Hz, while in cyclic (multiple coupling path) sulphones values ranging from 4.3 to 21.6 Hz are observed.Sulphides and sulphoxides do not exhibit a corresponding coupling of comparable magnitude.A positive sign for this coupling is derived from the data of cyclic sulphones.Whereas substituents and branching at the coupling termini exert minor influences on the coupling, the most important factor determining the magnitude of the 2J(CSC) coupling is the hybridization of the coupling carbon atoms.A linear relationship between the 2J value and the s character product of the C-S bond forming C orbitals is established.KEY WORDS Sulphones 13C NMR Geminal 13C,13C coupling

Sulfone reagents in organic synthesis. VI. Sulfonyl- and silyl-substituted hydrocarbons as versatile carbanion precursors in organic synthesis

The basic organometallic chemistry of β-silyl-substituted acetylenic, vinylic and alkyl sulfones has been investigated, with attention being given to metallation, carbometallation and the chemical reduction of carbon-carbon unsaturation. 2-Trimethylsilylvinyl and 2-trimethylsilylalkyl sulfones underwent smooth and stereoselective lithiation with RLi on the carbon α to the sulfonyl group. Carbometallation of vinyl sulfones could be achieved with RMgX or LiCuR2, but acetylenic sulfones carbometallated smoothly only with LiCuR2; with RMgX or RLi, these acetylenes underwent alkyldesulfonylation. The utility in synthesis of these metallo derivatives of sulfonyl-silyl-hydrocarbons is discussed and their value in elaborating carbon skeletons is illustrated for the preparation of alkenes, allenes, carbocycles and stereo-defined vinyl sulfones.

NUCLEOPHILIC REACTIONS AT A VINYLIC CENTER. XV. A NEW 1,2-SIGMATROPIC REARRAGMENT IN VINYL ANIONS

The reactions of a series of β,β-dihalogenovinyl sulfones with potassium fluoride in benzene in the presence of 18-crown-6 ether were investigated.It was found that they undergo isomerization under the indicated conditions to α,β-dihalogenovinyl sulfones,