Category: 583-04-0

Cheng, Ming published the artcilePalladium-Catalyzed Carbene Migratory Insertion/Carbonylation Cascade Reaction: Synthesis of 2-Indolones with a C3 All-Carbon Quaternary Center, Application In Synthesis of 583-04-0, the main research area is indolone preparation; amino aryl diazo ester allyl carboxylate carbon monoxide; tandem carbene migratory insertion carbonylation.

An attractive palladium-catalyzed three-component reaction of ortho-amino aryl diazo esters, allyl carboxylates, and carbon monoxide (CO) has been developed. This catalytic system rendered domino carbene migratory insertion and carbonylation. Remarkably, 2-indolones with a C3 all-carbon quaternary center can be selectively obtained in good to excellent yields via one-pot synthesis, in which two different C-C bonds and one C-N bond were formed in a straightforward manner.

Organic Letters published new progress about Carbonylation. 583-04-0 belongs to class esters-buliding-blocks, name is Allyl benzoate, and the molecular formula is C10H10O2, Application In Synthesis of 583-04-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Tian, Bing published the artcilePalladium-catalysed enantioselective diacetoxylation of terminal alkenes, Formula: C10H10O2, the main research area is terminal alkene preparation enantioselective diacetoxylation.

Abstract: Optically pure 1,2-diols are one of the most privileged structural motifs. They are not only frequently found in natural products and drugs, but are also regarded as very useful synthons in organic synthesis. Asym. dioxygenation of alkenes could potentially provide a highly efficient and straightforward method for the synthesis of enantioenriched 1,2-diols. Although enantioselective dioxygenations on different alkenes have been studied widely, those on terminal alkenes remain elusive. Herein, a Pd(II)-catalyzed enantioselective diacetoxylation of terminal alkenes, including challenging substrates such as 1-propene and 1-butene is reported. Notably, ligand engineering of the simple pyridinyl oxazoline ligand is essential for substantially increasing the catalytic reactivity of Pd(OAc)2. The method exhibits an exquisite selectivity for terminal alkenes, allowing precise asym. diacetoxylation reactions from feedstock alkenes to complex mols. bearing multiple alkenic moieties, which provides rapid and efficient access to various synthetically useful chiral 1,2-diols. [graphic not available: see fulltext].

Nature Catalysis published new progress about Acetoxylation. 583-04-0 belongs to class esters-buliding-blocks, name is Allyl benzoate, and the molecular formula is C10H10O2, Formula: C10H10O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Voutyritsa, Errika published the artcilePhotocatalytic atom transfer radical addition to olefins utilizing novel photocatalysts, Computed Properties of 583-04-0, the main research area is ruthenium photocatalyst atom transfer radical addition; ATRA reactions; olefins; photocatalysis; ruthenium-based complexes; sustainable catalysis.

Photocatalysis is a rapidly evolving area of research in modern organic synthesis. Among the traditional photocatalysts, metal-complexes based on ruthenium or iridium are the most common. Herein, we present the synthesis of two photoactive, ruthenium-based complexes bearing pyridine-quinoline or terpyridine ligands with extended aromatic conjugation. Our complexes were utilized in the atom transfer radical addition (ATRA) of haloalkanes to olefins, using bromoacetonitrile or bromotrichloromethane as the source of the alkyl group. The tailor-made ruthenium-based catalyst bearing the pyridine-quinoline bidentate ligand proved to be the best-performing photocatalyst, among a range of metal complexes and organocatalysts, efficiently catalyzing both reactions. These photocatalytic atom transfer protocols can be expanded into a broad scope of olefins. In both protocols, the photocatalytic reactions led to products in good to excellent isolated yields.

Molecules published new progress about Alkenes Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 583-04-0 belongs to class esters-buliding-blocks, name is Allyl benzoate, and the molecular formula is C10H10O2, Computed Properties of 583-04-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Ashmawy, Ashraf M. published the artcileNovel allyl-ester-based polymers as flow improvers for waxy crude oil, Synthetic Route of 583-04-0, the main research area is allyl ester polymer waxy crude oil flow improver.

The deposition of paraffin wax from crude oil at low temperatures due to wax deposition, high pour point, high viscosity, and weak flow capability is among the critical and persisting challenges faced by the petroleum industry. In this study, a new para-decyloxy allyl benzoate (I10) was prepared, polymerized into HI10, and copolymerized with dioctadecyl maleate into MHI10 via the freeradical polymerization method employing azobisisobutyronitrile and toluene as the initiator and solvent, resp. The prepared monomer was characterized by spectroscopic analyses (Fourier-transform IR (FT-IR)) and proton NMR. Further, the polymers were characterized by FT-IR, and their average mol. weights were determined by gel permeation chromatog. The prepared compounds were taken in different concentrations and then tested as flow improvers of Qarun waxy crude oil using pour point depression and rheol. parameters. The results of this test indicated that MHI10 exerted the highest effect on pour point reduction and the rheol. parameters (yield value and apparent viscosity). Moreover, an increase in the efficiency of the additives was observed after increasing their concentration from 1000 to 5000 ppm.

Chemical Industry & Chemical Engineering Quarterly published new progress about Copolymers Role: FMU (Formation, Unclassified), FORM (Formation, Nonpreparative). 583-04-0 belongs to class esters-buliding-blocks, name is Allyl benzoate, and the molecular formula is C10H10O2, Synthetic Route of 583-04-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Pradhan, Tapas R. published the artcileSilaborative Assembly of Allenamides and Alkynes: Highly Regio- and Stereocontrolled Access to Bi- or Trimetallic Skipped Dienes, Synthetic Route of 583-04-0, the main research area is allenyl sulfonamide alkyne three component assembly preparation skipped diene; dienyl sulfonamide preparation coupling silylboration allenylamide alkyne silylboronate; Allenamides; Multicomponent Reactions; Silaboration; Skipped Dienes; Stereocontrol.

A highly stereo- and regiocontrolled multicomponent approach to skipped 1,4-dienes decorated with one boryl and two silyl functionalities, XNR1CH:C(Bpin)CH2CR2:CHSiMe2Ph (X = sulfonyl, acyl; R1 = benzyl, alkyl; R2 = silyl, aryl, alkyl, carboxy) is described, comprising three-component reaction of allenamides XNR1CH:C:CH2 with alkynes R2CCH and silylborane Me2PhSiBpin, catalyzed by Pd2(dba)3. This Pd-catalyzed atom-economical union of allenamides, alkynes, and Me2PhSiBpin (or Et3SiBpin) proceeds without the use of phosphine ligands, instead relying on chelation through the internal amide group of the allenamide sulfonyl. A variety of alkynes, including those derived from complex bioactive mols., can be efficiently coupled with allenamides and Me2PhSiBpin in good yields and with excellent selectivity. The synthetic potential was demonstrated through multiple valuable chemoselective transformations, establishing new disconnections for functionalized dienes. D. functional theory calculations revealed that the reaction first proceeded through borylation of the allenamide, followed by silylation of the alkyne and then reductive elimination, which convergently assemble the skipped 1,4-diene.

Angewandte Chemie, International Edition published new progress about Alkadienes Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 583-04-0 belongs to class esters-buliding-blocks, name is Allyl benzoate, and the molecular formula is C10H10O2, Synthetic Route of 583-04-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Maeda, Kazuki published the artcileChlorotrifluoromethylation of Terminal Olefins by Atom Transfer-Type Radical Reaction Catalyzed by Cobalt Complexes, Safety of Allyl benzoate, the main research area is alkene terminal trifluoromethanesulfonyl chloride cobalt chlorotrifluoromethylation catalyst; chlorotrifluoromethyl alkane preparation.

A cobalt porphyrin-catalyzed chlorotrifluoromethylation reaction of olefins is described. The use of CF3SO2Cl as the CF3 radical source and a cobalt catalyst enabled the selective addition of CF3 radicals under thermal conditions. Various functional groups such as esters and Ar-X moieties, which can be reactive with low valent transition metal catalysts, were well-tolerated in this catalytic process. A highly functionalized alkaloid derivative was also tolerated as a substrate. As a demonstration of the bio-inspired catalytic system, catalytic usage of vitamin B12, which is the com. available form of the natural cobalt porphyrinoid, was employed, and diastereoselective chlorotrifluoromethylation of the alkaloid mol. was achieved.

European Journal of Organic Chemistry published new progress about Chloroalkanes Role: SPN (Synthetic Preparation), PREP (Preparation) (trifluoromethyl). 583-04-0 belongs to class esters-buliding-blocks, name is Allyl benzoate, and the molecular formula is C10H10O2, Safety of Allyl benzoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

McCourt, Ruairi O. published the artcileAtmospheric Oxygen Mediated Radical Hydrothiolation of Alkenes, Computed Properties of 583-04-0, the main research area is alkene thiol atm oxygen mediated radical hydrothiolation; green chemistry; hydrothiolation; initiation; radical; thiol-ene.

A mild, metal-free, atm. oxygen-mediated radical hydrothiolation of alkenes (and alkyne) was reported. A variety of sulfur containing motifs including alkanethiols, thiophenols and thioacids undergo an atm. oxygen-mediated radical hydrothiolation reaction with a plethora of alkenes in good yield with excellent functional group compatibility, typically with short reaction times to furnished a range of functionalized products. Biomols. proved tolerant to the conditions and the procedure was robust and easily executable requiring no specialized equipment. Concise mechanistic studies confirmed that the process proceeded through radical intermediates in a thiol-ene reaction manifold. The methodol. offered an efficient “”green”” approach for thiol-ene mediated “”click”” ligation and a milder alternative to thermally initiated hydrothiolation processes.

Chemistry – A European Journal published new progress about Green chemistry. 583-04-0 belongs to class esters-buliding-blocks, name is Allyl benzoate, and the molecular formula is C10H10O2, Computed Properties of 583-04-0.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Koley, Debasis published the artcileIsomerization of Functionalized Olefins by Using the Dinuclear Catalyst [PdI(μ-Br)(PtBu3)]2: A Mechanistic Study, COA of Formula: C10H10O2, the main research area is olefin isomerization dinuclear palladium catalyst; palladium catalyzed isomerization mechanistic study; density-functional theory; isomerization; palladium; reaction mechanisms; stereoselectivity.

In a combined exptl. and computational study, the isomerization activity of the dinuclear palladium(I) complex [PdI(μ-Br)(PtBu3)]2 towards allyl arenes, esters, amides, ethers, and alcs. has been investigated. The calculated energy profiles for catalyst activation for two alternative dinuclear and mononuclear catalytic cycles, and for catalyst deactivation are in good agreement with the exptl. results. Comparison of exptl. observed E/Z ratios at incomplete conversion with calculated kinetic selectivities revealed that a substantial amount of product must form via the dinuclear pathway, in which the isomerization is promoted cooperatively by two palladium centers. The dissociation barrier towards mononuclear Pd species is relatively high, and once the catalyst enters the energetically more favorable mononuclear pathway, only a low barrier has to be overcome towards irreversible deactivation.

Chemistry – A European Journal published new progress about Diastereoselective synthesis. 583-04-0 belongs to class esters-buliding-blocks, name is Allyl benzoate, and the molecular formula is C10H10O2, COA of Formula: C10H10O2.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wang, Tao published the artcileA 3,4-dimercapto-3-cyclobutene-1,2-dione-chelated ruthenium carbene catalyst for Z-stereoretentive/stereoselective olefin metathesis, Related Products of esters-buliding-blocks, the main research area is dimercaptocyclobutenedione chelated ruthenium carbene catalyst preparation; olefin diastereoselective preparation; butenediol alkene cross metathesis ruthenium catalyst; alkene homometathesis ruthenium catalyst.

A ruthenium carbene catalyst chelated with a 3,4-dioxocyclobut-1-ene-1,2-dithiolate ligand was synthesized and its mol. structure was determined by single-crystal x-ray diffraction. The Ru catalyst had excellent catalytic activity with high yields and good Z/E ratios for the ring-opening metathesis polymerization (ROMP) of norbornene and for ring-opening cross metathesis (ROCM) reactions of norbornene/5-norbornene-2-exo, 3-exo-dimethanol with styrenes. The catalyst also had high Z-stereoretentivity (91:9-98:2) for cross-metathesis (CM) reactions of terminal olefins with (Z)-2-butene-1,4-diol. Like other Ru carbene complexes, the catalyst tolerates many different functional groups. The presented data, supported by DFT calculations, showed that the catalyst, bearing a chelating 3,4-dioxocyclobut-1-ene-1,2-dithiolate ligand, exhibited higher stability towards air than Hoveyda’s stereoretentive complex systems.

Dalton Transactions published new progress about Cross-metathesis. 583-04-0 belongs to class esters-buliding-blocks, name is Allyl benzoate, and the molecular formula is C10H10O2, Related Products of esters-buliding-blocks.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Wang, Juan-Juan published the artcileAnti-Markovnikov Hydroazidation of Alkenes by Visible-Light Photoredox Catalysis, Name: Allyl benzoate, the main research area is alkene anti Markovnikov hydroazidation regioselective photocatalyst; hydroazidation; photoredox catalysis; radical reactions; trimethylsilyl azide; water.

The anti-Markovnikov hydroazidation of alkenes has been accomplished under visible-light irradiation by using [Ir(dF(CF3)ppy)2(dtbbpy)]PF6 as the photocatalyst and trimethylsilyl azide as the azidating agent. The reactions were greatly facilitated by water, the beneficial effect of which can be attributed to its participation in the reaction as the hydrogen donor, as indicated by deuterium isotope experiments The reactions proceed under solvent free conditions in the presence of water. 4-Dimethylaminopyridine also exhibited a beneficial effect on the reactions. The present method enabled hydroazidation of several types of unactivated alkenes with good yields and high regioselectivity.

Chemistry – A European Journal published new progress about Azidation (hydro). 583-04-0 belongs to class esters-buliding-blocks, name is Allyl benzoate, and the molecular formula is C10H10O2, Name: Allyl benzoate.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics