149451-71-8

Upstream product

• 26945-93-7 2-tert-butyliminomethylphenol 
• 881227-22-1 N-tert-butyl-2-(benzyloxy)benzamide 
• 5894-65-5 N-t-butylbenzamide 
• 540-88-5 acetic acid tert-butyl ester 
• 90-02-8 salicylaldehyde 
• 119072-55-8 tert-butylisonitrile 
• 95-56-7 2-hydroxybromobenzene 
• 75-64-9 tert-butylamine 
• 69-72-7 salicylic acid 
• 75-91-2 tert.-butylhydroperoxide 
• 611-20-1 salicylonitrile 
• 533-58-4 2-Iodophenol 
• 14389-86-7 2-benzyloxybenzoic acid 
• 360778-47-8 isobutyl 2-benzyloxybenzoate 

Relevant academic research and scientific papers

Dioxomolybdenum(VI) Complexes with Salicylamide Ligands: Synthesis, Structure, and Catalysis in the Epoxidation of Olefins under Eco-Friendly Conditions

Five salicylamides [R1R2SaAmH; R1, R2 = N-substituents: nBu, H (1a); tBu, H (1b); nOc, H (1c); Bn, H (1d); and nBu, nBu (1e)] were successfully coordinated to the dioxomolybdic fragment, resulting in MoO2(R1R2SaAm)2 complexes 2a-e, which were characterized through elemental analysis, IR, 1H- and 13C NMR, ESI-HRMS, and XRD (for 2a,b,e). All complexes are active catalysts in the solvent-free epoxidation of cis-cyclooctene with tert-butyl hydroperoxide in decane (TBHPdec), showing high turnover frequencies (TOF 1890 h–1 for 2b) at 1 % loading. Using aqueous TBHP (TBHPaq) or H2O2, selectivity to cyclooctene oxide is always 100 %, although reactions are more sluggish. The 2c/TBHPaq system, which displays the best TOF (1070 h–1) at 0.25 % loading and 75 °C, allowed for the quantitative conversion of trans-2-octene into its epoxide, while low epoxide selectivity was observed in the case of 1-octene, styrene, and methyl oleate. In the latter case, 90 % epoxide selectivity at 92 % conversion was achieved with the 2b/TBHPdec system at 55 °C, under solvent-free conditions. Compared to related MoO2X2(O-amide)-type complexes, 2a-e exhibit increased catalytic performance under the greener conditions involving the use of aqueous oxidants.

Porous organic polymer-derived nanopalladium catalysts for chemoselective synthesis of antitumor benzofuro[2,3-b]pyrazine from 2-Bromophenol and Isonitriles

An efficient strategy for the synthesis of benzofuro[2,3-b]pyrazines was developed. These tricyclic scaffolds were formed through a multistep cascade sequence, which includes double insertion of isonitriles and chemoselective bicyclization. In this reaction, a nanopalladium was used as a recyclable catalyst. Product 3w exhibited excellent anticancer activity toward T-24 (IC50 = 12.5 ± 0.9 μM) and HeLa (IC50 = 14.7 ± 1.6 μM) cells. We also explored the action mechanism of 3w on T-24 cells.

Efficient Approach to Amide Bond Formation with Nitriles and Peroxides: One-Pot Access to Boronated β-Ketoamides

An efficient, mild and practical approach for the synthesis of amides from nitriles and peroxides is reported in the presence of boron trifluoride ethereate. In this protocol, we utilized peroxides as C1 synthons for the amidation reaction. Als

TfOH catalyzed One-Pot Schmidt–Ritter reaction for the synthesis of amides through N-acylimides

A One-Pot tandem Schmidt–Ritter process for the synthesis of amides has been developed using the super acid as catalyst. The in situ generated aryl/aliphatic nitriles from the reaction of aldehydes and sodium azide in the presence of TfOH and AcOH (Schmidt reaction) react with suitable alcohol (Ritter reaction) to give the amides. For the first time we observed that during the Schmidt process N-acylimides were generated along with nitriles, interestingly these N-acylimides also participated in the Ritter reaction.

Palladium(0)-catalyzed single and double isonitrile insertion: A facile synthesis of benzofurans, indoles, and isatins

A palladium(0)-catalyzed cascade process consisting of isonitrile insertion and ?±-Csp3-H cross-coupling can be achieved for the synthesis of benzofurans and indoles. The construction of isatins by a Pd-catalyzed cascade reaction incorporating double isonitrile insertion, amination, and hydrolysis has also been achieved. The key features of this work include diverse heterocycle synthesis, phosphine-ligand-free reaction conditions, a one-pot procedure, simple and commercially available starting materials, broad functional-group compatibility, and moderate to good reaction yields.

Ortho-directed functionalization of arenes using magnesate bases

Ortho-directed functionalisation of arenes using lithium alkylmagnesate bases were achieved, demonstrating the potential use of arylmagnesates as suitable arylanions, without a further transmetallation step, for challenging functionalizations such as fluorination, hydroxylation, arylation, vinylation and alkylation through epoxide ring-opening.

Contribution of the intramolecular hydrogen bond to the shift of the pKa value and the oxidation potential of phenols and phenolate anions

Intramolecularly OH...O=C hydrogen bonded phenols, 2-HO-C 6H2-3,5-(t-Bu)2-CONH-t-Bu (1-OH), 2-HO-C 6H2-5-t-Bu-1,3-(CONH-t-Bu)2 (2-OH) and 2-HO-C6H2-3,5-(t-Bu)2/s

Rearrangement Reactions of Oxaziridines to Nitrones. X-Ray Crystal and Molecular Structure of N-t-Butyl-α(o-hydroxyphenyl)nitrone

Substituted N-benzylidene-t-butylamines are oxidized with m-chloroperoxybenzoic acid to oxaziridines which can rearrange to the corresponding nitrones when electron-donating groups are present in the phenyl ring.The oxaziridine-to-nitrone rearrangement, which has been considered as a 'pseudo-abnormal' reaction, can also be catalysed by Lewis acids.It has been found that the rearrangement of 2-t-butyl-3-(o-hydroxyphenyl)oxaziridine to the corresponding nitrone is of first order.The rearrangement has been investigated for different substituents in the phenyl ring, andin the case of 2-t-butyl-3-phenyloxaziridine substituted in the ortho position with electron-donating groups it has been found that the presence of protons of a Lewis acid is necessary.An X-ray structure of α-(o-hydroxyphenyl)-N-t-butylnitrone shows strong hydrogen bonding between the nitrone oxygen and the hydrogen in the hydroxy group.The oxaziridine-to-nitrone rearrangement is also analysed from a theoretical point of view using ab initio calculations.A Mulliken-population analysis of the C-O and N-O bonds in the oxaziridine ring for para-substitued 2-t-butyl-3-phenyloxaziridines shows a reduction of the C-O bond population when an electron-donating group is present in the para position of the phenyl ring compared with an electron-withdrawing group; the N-O bond populations show the reverse picture.A state-correlation diagram for the oxaziridine-to-nitrone rearrangement is also presented and the experimental and theoretical results support each other.