24536-40-1Relevant articles and documents
Metal-free photocatalytic thiol-ene/thiol-yne reactions
Kaur, Sarbjeet,Zhao, Gaoyuan,Busch, Evan,Wang, Ting
supporting information, p. 1955 - 1961 (2019/02/20)
The organic photocatalyst (9-mesityl-10-methylacridinum tetrafluoroborate) in the presence of visible light is used to initiate thiol-ene and thiol-yne reactions. Thiyl radicals are generated upon quenching the photoexcited catalyst with a range of thiols
Visible-Light-Mediated Thiol-Ene Reactions through Organic Photoredox Catalysis
Zhao, Gaoyuan,Kaur, Sarbjeet,Wang, Ting
supporting information, p. 3291 - 3294 (2017/06/23)
Synthetically useful radical thiol-ene reactions can be initiated by visible-light irradiation in the presence of an organic photocatalyst, 9-mesityl-10-methylacridinum tetrafluoroborate. The key thiyl radical intermediates are generated upon quenching of
X-ray crystal structures of Enterococcus faecalis thymidylate synthase with folate binding site inhibitors
Catalano, Alessia,Luciani, Rosaria,Carocci, Alessia,Cortesi, Debora,Pozzi, Cecilia,Borsari, Chiara,Ferrari, Stefania,Mangani, Stefano
, p. 649 - 664 (2016/08/12)
Infections caused by Enterococcus faecalis (Ef) represent nowadays a relevant health problem. We selected Thymidylate synthase (TS) from this organism as a potential specific target for antibacterial therapy. We have previously demonstrated that species-specific inhibition of the protein can be achieved despite the relatively high structural similarity among bacterial TSs and human TS. We had previously obtained the EfTS crystal structure of the protein in complex with the metabolite 5-formyl-tetrahydrofolate (5-FTHF) suggesting the protein role as metabolite reservoir; however, protein–inhibitors complexes were still missing. In the present work we identified some inhibitors bearing the phthalimidic core from our in-house library and we performed crystallographic screening towards EfTS. We obtained two X-ray crystallographic structures: the first with a weak phthalimidic inhibitor bound in one subunit and 5-hydroxymethylene-6-hydrofolic acid (5-HMHF) in the other subunit; a second X-ray structure complex with methotrexate. The structural information achieved confirm the role of EfTS as an enzyme involved in the folate pool system and provide a structural basis for structure-based drug design.
Gas-phase S-alkylation of benzenethiol with aliphatic alcohols, ethers, esters, alkyl halides and olefins over halide cluster catalysts of Groups 5 and 6 transition metals
Nagashima, Sayoko,Kudo, Kentaro,Yamazaki, Hitomi,Kamiguchi, Satoshi,Chihara, Teiji
, p. 50 - 56 (2013/02/25)
Benzenethiol was reacted with methanol under a hydrogen stream over [(Nb6Cl12)Cl2(H2O) 4]·6H2O supported on silica gel. Catalytic activity of the cluster commenced above 250 °C, yielding methyl phenyl sulfide. The selectivity was 98% at 400 °C. Molybdenum, tantalum and tungsten halide clusters with the same octahedral metal framework also catalyzed the reaction. Primary alcohols with shorter alkyl chains were effective reagents for the S-alkylation. Aliphatic ethers, dialkyl carbonates, orthoesters and alkyl halides were effective reagents for the S-alkylation. When 1-hexene was applied to the reaction, spontaneous and catalytic S-alkylation proceeded simultaneously above 200 °C, yielding n-hexyl phenyl sulfide. When alkyl acetates were subjected to this reaction, the niobium cluster afforded S-phenyl thioacetate, and the other clusters afforded alkyl phenyl sulfides selectively. A Br?nsted acid site attributable to a hydroxo ligand, which is formed on the cluster complex by thermal activation, is proposed as the active site of the catalysts.
Total synthesis of geralcin A, a representative of a new family of hydrazine-containing natural products
Le Goff, Géraldine,Roulland, Emmanuel,Ouazzani, Jamal
supporting information, p. 5299 - 5301 (2013/09/12)
The first total synthesis of geralcin A (2), a naturally occurring α,β-unsaturated γ-lactonohydrazide produced by Streptomyces sp. LMA-545, was achieved according to the hypothetical biosynthesis we have previously published. MH-031 (1), the plausible nat
One-pot catalyst-free synthesis of β-and γ-hydroxy sulfides using diaryliodonium salts and microwave irradiation
Vaddula, Buchi Reddy,Varma, Rajender S.,Leazer, John
supporting information, p. 6852 - 6855 (2013/02/22)
A simple and rapid one-pot protocol is described for the preparation of α- and β-hydroxy sulfides. The direct solvent-free microwave irradiation of diaryliodonium salts, potassium thiocyanate, and ethylene glycol/β-propylene glycol without any catalyst or base affords the final compounds in good yields (65-95 %) in around 10-25 min. Copyright
Gas-phase pyrolytic reaction of 3-phenoxy and 3-phenylsulfanyl-1-propanol derivatives: Kinetic and mechanistic study
Dib,Ibrahim,Al-Awadi,Ibrahim,Al-Awadi
, p. 51 - 58 (2008/09/17)
3-Phenoxy-l-propanols 1a-c and 3-phenylsuIfanyl-1-propanols 2a-c containing primary, secondary, and tertiary alcohols were prepared and subjected to gas-phase pyrolysis in a static reaction system. Pyrolysis of 4-phenyl-1-butanol 3, 2-methyl-3-phenyl-1-propanol 4, and 2-methyl-3-phenylpropanoic acid 5 was also studied, and results were compared with those obtained for compounds 1-3. The pyrolytic reactions were homogeneous and followed a first-order rate equation. Analysis of the pyrolysate showed the products to be phenol (from la to 1c), thiophenol (from 2a to 2c), and toluene (from 3 to 5) and carbonyl compounds. The kinetic results and product analysis of each of the nine investigated compounds are rationalized in terms of a plausible transition state for the elimination pathway.
Grignard reagents: Alkoxide-directed iodine-magnesium exchange at sp 3 centers
Fleming, Fraser F.,Gudipati, Subrahmanyam,Vu, Viet Anh,Mycka, Robert J.,Knochel, Paul
, p. 4507 - 4509 (2008/03/11)
(Chemical Equation Presented) Sequential addition of i-PrMgCl and BuLi to sp3 hybridized iodoalcohols triggers a facile iodine-metal exchange. Intercepting the resulting cyclic Grignard reagents with a slight excess of an electrophile leads to a diverse range of substituted alcohols. The iodine-magnesium exchange strategy is effective with 3-carbon iodoalcohols bearing alkyl substitutents on the carbinol or adjacent carbons and with the chain-extended homolog 4-iodobutan-1-ol.
Catalytic asymmetric hydroboration of heterofunctional allylic substrates: an efficient heterogenized version
Lillo, Vanesa,Fernandez, Elena,Segarra, Anna M.
, p. 911 - 914 (2008/02/03)
The hydroboration of heterofunctional allylic systems with catecholborane (HBcat) using neutral and cationic rhodium complexes modified with P-P and P-N bidentate chiral ligands has been described in order to produce the secondary heteroorganoboronate ester as a major product with moderate enantioselectivity. The immobilization of cationic chiral rhodium complexes onto clays has beneficial effects on the recyclability and reuse of the catalytic system in particular for the hydroboration of allyl aryl sulfones.
Novel heteroaryl derivatives, their preparation and use
-
, (2008/06/13)
A heteroaryl derivative having the formula (I) any of its enantiomers or any mixture thereof, wherein X is -O-, -S-, or CR4R5-; and Y is -CR6R7; -CR6R7-CR8R9-, or -CR6-CR7; or X and Y together form a group -CR4=R5-, or -CR4=CR5-CR6R7-; Z is -O-, or -S-; W
