Tag: M.W=150-200

Zhang, Guodong published the artcileRhodium-Catalyzed Annelation of Benzoic Acids with α,β-Unsaturated Ketones with Cleavage of C-H, CO-OH, and C-C Bonds, Related Products of esters-buliding-blocks, the publication is Angewandte Chemie, International Edition (2019), 58(19), 6435-6439, database is CAplus and MEDLINE.

In the presence of a [Cp*RhCl₂]₂ catalyst, the Lewis acid In(OTf)₃, and the mild base Na₂CO₃, aromatic carboxylates and α,β-unsaturated ketones undergo a unique hydroarylation/Claisen/retro-Claisen process to give the corresponding indanones. In this carboxylate-directed ortho-C-H annelation, the C-COR bond of the ketone and the CO-OH group of the aromatic carboxylate are cleaved, and the hydroxy group is transferred from the aromatic to the aliphatic acyl residue. This reactivity is synthetically useful, particularly when starting from cyclic ketones, which are converted into indanones bearing aliphatic carboxylate side chains, thus greatly increasing the mol. complexity of aromatic carboxylates in a single step.

Angewandte Chemie, International Edition published new progress about 1877-71-0. 1877-71-0 belongs to esters-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Ester, name is 3-(Methoxycarbonyl)benzoic acid, and the molecular formula is C12H16O3, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Zhu, Dunming published the artcileHow carbonyl reductases control stereoselectivity: approaching the goal of rational design, Related Products of esters-buliding-blocks, the publication is Pure and Applied Chemistry (2010), 82(1), 117-128, database is CAplus.

Although Prelog’s rule and two hydrophobic binding pockets model have been used to predict and explain the stereoselectivity of enzymic ketone reduction, the mol. basis of stereo-recognition by carbonyl reductases has not been well understood. The stereo-selectivity is not only determined by the structures of enzymes and substrates, but also affected by the reaction conditions such as temperature and reaction medium. Structural anal. coupled with site-directed mutagenesis of stereo-complementary carbonyl reductases readily reveals the key elements of controlling stereo-selectivity in these enzymes. Enzyme-substrate docking and mol. modeling have been engaged to understand the enantio-selectivity diversity of the carbonyl reductase from Sporobolomyces salmonicolor (SSCR), and to guide site-saturation mutagenesis for altering the enantioselectivity of this enzyme. These studies provide valuable information for understanding of how the residues involved in substrate binding affect the orientation of bound substrate, and thus control the reaction stereo-selectivity. The in silico docking-guided semi-rational approach should be a useful methodol. for discovery of new carbonyl reductases.

Pure and Applied Chemistry published new progress about 350-19-6. 350-19-6 belongs to esters-buliding-blocks, auxiliary class Fluoride,Benzene,Ester, name is Ethyl 3,5-difluorobenzoate, and the molecular formula is C42H63O3P, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Cui, Fei-Hu published the artcileSelective Difunctionalization of Unactivated Aliphatic Alkenes Enabled by a Metal-Metallaaromatic Catalytic System, Formula: C12H14O2, the publication is Journal of the American Chemical Society (2022), 144(5), 2301-2310, database is CAplus and MEDLINE.

The design of organometallic catalysts is crucial in the development of catalytic reactions. Herein, the authors describe a heterometallic [Os-Cu] complex with the characteristics of bimetallics, metallaaroms. and pincer complexes. This complex serves as a highly effective catalyst for selective amino- and oxyselenation of unactivated alkenes. More than 80 examples including challenging substrates of unsym. aliphatic alkenes and amine-based nucleophiles in such reactions are provided. These reactions produce 1,2-difunctionalized products with good yields and high levels of chemo-, regio- and stereoselectivity. The study revealed that (i) the usually inert Os center activates the N- or O-centered nucleophiles, (ii) the Cu-Os bonding and its cooperative effects play essential roles in control the selectivity by bringing the reaction components into close proximity, and (iii) the metallaarom. moiety helps to stabilize the intermediate. These findings provide a versatile platform for catalyst design based on metal-metallaarom. cooperative effects that were not attained previously with bimetallic complexes.

Journal of the American Chemical Society published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Formula: C12H14O2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Li, Guosong published the artcileRegioselective Radical Borylation of α,β-Unsaturated Esters and Related Compounds by Visible Light Irradiation with an Organic Photocatalyst, Related Products of esters-buliding-blocks, the publication is Organic Letters (2021), 23(11), 4353-4357, database is CAplus and MEDLINE.

Radical hydroboration reactions have only recently been reported and are still rare. Here the authors describe a photoredox radical hydroboration of α,β-unsaturated esters, amides, ketones, and nitriles with NHC-boranes that uses only an organocatalyst and visible light. The conditions are mild, the substrate scope is broad, and the α/β regioselectivity is high. The reaction requires only the organocatalyst; there is no costly metal, and there are no other additives (base, cocatalyst, initiator).

Organic Letters published new progress about 103-26-4. 103-26-4 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester,Protease,Tyrosinase,Natural product, name is Methyl 3-phenyl-2-propenoate, and the molecular formula is C10H10O2, Related Products of esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Zhou, Hua-Jian published the artcileHydropyridylation of α,β-Unsaturated Esters through Electroreduction of 4-Cyanopyridine, Application of Methyl 3-phenyl-2-propenoate, the publication is Journal of Organic Chemistry (2022), 87(8), 5328-5338, database is CAplus and MEDLINE.

A mild and highly efficient method for the hydropyridylation of α,β-unsaturated esters has been developed. This protocol provides the products smoothly with a wide substrate scope in an undivided cell under ambient conditions. Moreover, studies showed that the scope could be extended to other unsaturated compounds, including enones and aldehydes.

Journal of Organic Chemistry published new progress about 103-26-4. 103-26-4 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester,Protease,Tyrosinase,Natural product, name is Methyl 3-phenyl-2-propenoate, and the molecular formula is C23H20BN, Application of Methyl 3-phenyl-2-propenoate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Fleming, Ian published the artcileA regioselective and stereospecific synthesis of allylsilanes from secondary allylic alcohol derivatives, COA of Formula: C12H14O2, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1992), 3331-49, database is CAplus.

Primary and secondary allylic acetates and benzoates react with the dimethyl(phenyl)silylcuprate reagent to give allylsilanes, provided that the THF in which the cuprate is prepared is diluted with ether before addition of the allylic ester. The reaction is reasonably regioselective in some cases: (i) when the allylic system is more-substituted at one end than the other, e.g., as in the reaction of Me₂C:CHCH₂OC(O)Ph → Me₂C:CHCH₂SiMe₂Ph; (ii) when the steric hinderance at one end is neopentyl-like, as in the reactions I (R = Me, Ph, CHMe₂, n = 1, 2) → II; and (iii) when the disubstituted double bond has the Z configuration, as in the reactions Z-PhCH:CHCHMeOAc → PhCH(SiMe₂Ph)CH:CHMe or, better, because the silyl group is becoming attached to the less-sterically hindered end of the allylic system. The regioselectivity is better if a Ph carbamate is used in place of the ester, and a three-step protocol assembling the mixed cuprate on the leaving group is used, or, best of all, because the silyl group is again becoming attached to the less-sterically hindered end of the allylic system. This sequence works well to move the silyl group onto the more substituted end of an allyl system, but only when the move is from a secondary allylic carbamate to a tertiary allylsilane. Allyl(trimethyl)silanes can be made using alkyl- or arylcuprates on trimethylsilyl-containing allylic esters and carbamates. The reaction of the silylcuprate with allylic esters and the three-step sequence with the allylic carbamates are stereochem. complementary, the former being stereospecifically anti and the latter stereospecifically syn. Homochiral allylsilanes can be made by these methods with high levels of stereospecificity.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, COA of Formula: C12H14O2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Coxon, James M. published the artcilePhotolysis of some β,γ-epoxycarbonyl compounds, Computed Properties of 5205-11-8, the publication is Australian Journal of Chemistry (1977), 30(1), 161-71, database is CAplus.

Photolysis of (3RS)-3,4-epoxy-1-phenylbutan-1-one gives in high yield a 1:7:1 mixture of (1RS,2RS,3RS)- and (1RS,2SR,3SR)-2,3-epoxy-1-phenylcyclobutan-1-ols (I and II). Fragmentation of the intermediate biradical is not a competitive reaction process. Alkyl substitution at C2 facilitates α-cleavage; oxiranyl benzoate (III) is unreactive under normal photolysis conditions.

Australian Journal of Chemistry published new progress about 5205-11-8. 5205-11-8 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester, name is 3-Methylbut-2-en-1-yl benzoate, and the molecular formula is C12H14O2, Computed Properties of 5205-11-8.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Hammoud, Fatima published the artcileChemical engineering around the 5,12-dihydroindolo[3,2-a]carbazole scaffold: Fine tuning of the optical properties of visible light photoinitiators of polymerization, Recommanded Product: Ethyl 4-dimethylaminobenzoate, the publication is European Polymer Journal (2022), 111218, database is CAplus.

5,12-Dihydroindolo[3,2-a]carbazole is a promising scaffold for the design of visible light photoinitiators of polymerization due to the simultaneous presence of two carbazole moieties that can be differently functionalized. Notably, red shift of the absorption spectra can be facilely obtained by nitration of one of the two carbazoles, the second carbazole group being functionalized with various groups. Dinitration of 5,12-dihydroindolo[3,2-a]carbazole is another efficient approach for designing dyes with strong absorptions extending over the visible range. In this work, a series of 36 compounds never reported in the literature and differing by the substitution pattern have been designed and synthesized. Notably, the possibility to design push-pull dyes by Knoevenagel and Claisen Schmidt reactions, to introduce electroactive groups such as thiophene by Suzuki cross-coupling reactions or to design water soluble chromophore has been explored. To evidence the interest of these structures, photopolymerization experiments have been carried out at 405 nm and the polymerization of acrylates has been examined in thick and thin films. To support the polymerization efficiency, mechanisms involved in the free radical polymerization of acrylates have been established by the combination of various techniques including UV-visible absorption and fluorescence spectroscopy, cyclic voltammetry and photolysis experiments

European Polymer Journal published new progress about 10287-53-3. 10287-53-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Ester, name is Ethyl 4-dimethylaminobenzoate, and the molecular formula is C11H15NO2, Recommanded Product: Ethyl 4-dimethylaminobenzoate.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Kurabayashi, Hideaki published the artcileThe Mizoroki-Heck reaction in mesoionic 1-butyl-3-methyltetrazolium-5-olate, Category: esters-buliding-blocks, the publication is Tetrahedron (2021), 132450, database is CAplus.

The 1-butyl-3-methyltetrazolium-5-olate, a mesoionic compound, exists as a liquid at room temperature and can be used as a polar solvent for the Mizoroki-Heck reaction, wherein it has been proven to be a superior solvent to other solvents. The reaction of iodobenzene with Et acrylate in the presence of palladium acetate in mesoionic liquid 1-butyl-3-methyltetrazolium-5-olate at 40°C for 24 h gave Et cinnamate in 78% yield in the absence of ligands, while the use of other solvents, such as [bmim][BF₄], [bmim][PF₆], and DMF gave lower yields (43%, 37%, and 17%, resp.) under the same conditions. Heck-type coupling reactions of electron-deficient or electron-rich aryl iodides RC₆H₄I (R = H, 2-Me, 3-NO₂, 4-OMe, etc.) and bromobenzene with olefins such as Et acrylate, styrene, acrylonitrile, etc. (15 examples, 7%-97%) were performed in 1-butyl-3-methyltetrazolium-5-olate. When a phosphine ligand was added to the reaction mixture, aryl bromides could be used, and the mesoionic liquid containing the catalysts could be reused at least five times.

Tetrahedron published new progress about 103-26-4. 103-26-4 belongs to esters-buliding-blocks, auxiliary class Alkenyl,Benzene,Ester,Protease,Tyrosinase,Natural product, name is Methyl 3-phenyl-2-propenoate, and the molecular formula is C10H10O2, Category: esters-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics

Palagummi, Sri Vikram published the artcileThermal shrinkage reveals the feasibility of pulse-delay photocuring technique, Formula: C11H15NO2, the publication is Dental Materials (2021), 37(12), 1772-1782, database is CAplus and MEDLINE.

To resolve the feasibility of the pulse-delay photocuring technique as a clin. strategy for reducing the detrimental polymerization stress induced in dental composites during the photocuring process.Model dental composites with high and low-filler contents were cured with the pulse-delay photocuring technique using different combinations of photocuring variables (irradiance, exposure time, and delay time). Irradiance used ranged from 0.1 W/cm² to 4 W/cm². The exposure time of the first pulse varied from 0.2 s to 27.2 s and the delay times ranged from 10 s to 120 s. The radiant exposure was varied from 4 J/cm² to 20 J/cm². A cantilever-beam based instrument (NIST Standards Reference Instrument 6005) was used to implement the photocuring technique for the measurement of the polymerization properties the degree of monomer conversion, polymerization Stress induced due to shrinkage, and temperature change due to the reaction exotherm and curing light absorbance simultaneously in real-time. These properties were compared with those obtained using the conventional photocuring technique (i.e., using a constant irradiance for a fixed exposure time, a uniform exposure).There exists a min. radiant exposure, such that a reduction In the polymerization stress can be achieved without sacrificing the degree of monomer conversion by using the pulse-delay over the conventional photocuring technique. More specifically, stress reductions of up to 19% and 32% was observed with the pulse-delay when compared with the conventional photocuring technique at an irradiance of 0.5 W/cm² and 4 W/cm², resp. The reduction occurred when the exposure time of the first pulse was greater than, but closer to, the gelation time (i.e., lower than the vitrification time) of the composite, regardless of the delay time used. Lower thermal shrinkage (contraction) during the post-curing time, rather than the stress relaxation during the delay time or lower degree of monomer conversion as claimed in the literature, is the cause of the reduction In the polymerization stress.The study clarifies a long-standing confusion and controversy on the applicability of the pulse-delay photocuring technique for reducing the polymerization stress and promotes its potential clin. success for dental restorative composites.

Dental Materials published new progress about 10287-53-3. 10287-53-3 belongs to esters-buliding-blocks, auxiliary class Amine,Benzene,Ester, name is Ethyl 4-dimethylaminobenzoate, and the molecular formula is C11H15NO2, Formula: C11H15NO2.

Referemce:
https://en.wikipedia.org/wiki/Ester,
Ester – an overview | ScienceDirect Topics