Tag: M.W=150-200

McClain, Edward J. published the artcileDesign and implementation of a catalytic electron donor-acceptor complex platform for radical trifluoromethylation and alkylation, Synthetic Route of 93-04-9, the publication is ACS Catalysis (2020), 10(21), 12636-12641, database is CAplus.

Electron donor-acceptor (EDA) complexes can controllably generate radicals under mild conditions through selective photoexcitation events. However, unproductive reactivity from fast deactivation of the photoexcited complexes through back electron transfer has slowed the development of EDA complexes in synthetic methodol. Here, we disclose the study of EDA complexes derived from 2-methoxynaphthalene donor and acylated Et isonicotinate N-oxide acceptor that undergo a fast N-O bond fragmentation event upon photoexcitation. This reaction design not only overcomes the limitations of back electron transfer but also enables regeneration of the donor species, representing a rare example of EDA photochem. in a catalytic regime. The synthetic utility is demonstrated through visible light-driven radical trifluoromethylation and Minisci alkylation reactions. The scalability of the EDA complex-promoted reaction is evidenced by the successful multigram-scale trifluoromethylation of Me N-Boc pyrrole-2-carboxylate in a continuous flow manifold.

ACS Catalysis published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Synthetic Route of 93-04-9.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Buchanan, Gerald W. published the artcileCarbon-13 nuclear magnetic resonance studies of ortho-substituted anisoles and diphenyl ethers, Quality Control of 2944-47-0, the publication is Canadian Journal of Chemistry (1974), 52(5), 767-74, database is CAplus.

Carbon-13 NMR chem. shifts for 8 anisoles and 15 diphenyl ethers are reported. para-Carbon shieldings are sensitive to the degree of steric interference to conjugative electron release by the ethereal O atom. An empirical correlation between the para-carbon shifts and the average twist angle of the Ph rings from a reference plane was developed. Satisfactory agreement was found between the angles of twist derived from C-13 chem. shifts and those based on other phys. measurements.

Canadian Journal of Chemistry published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Quality Control of 2944-47-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Toupalas, Georgios published the artcileNon-innocent electrophiles unlock exogenous base-free coupling reactions, Application of 2-Methoxynaphthalene, the publication is Nature Catalysis (2022), 5(4), 324-331, database is CAplus.

Introduced a unifying strategy that eliminates the need for an exogenous base through the use of non-innocent electrophiles (NIE), which were equipped with a masked base that was released in a controlled fashion during the reaction. The universal applicability of this concept were demonstrated by turning multiple, traditionally base-dependent, catalytic reactions into exogenous base-free homogeneous processes. Furthermore, the advantageous features of NIEs were demonstrated in multiple applications, such as in a micromole-scale fluorescence-based assay. This led to the discovery of a Ni-catalyzed deoxygenation reaction of aryl carbamates using isopropanol as a benign reductant. In a broader context, this work provided a conceptual blueprint for the strategic utilization of NIEs in catalysis.

Nature Catalysis published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C8H5F3O3, Application of 2-Methoxynaphthalene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Lamola, Jairus L. published the artcileEvaluation of P-bridged biaryl phosphine ligands in palladium-catalyzed Suzuki-Miyaura cross-coupling reactions, Product Details of C11H10O, the publication is RSC Advances (2021), 11(43), 26883-26891, database is CAplus and MEDLINE.

A family of biaryl phosphacyclic ligands derived from phobane and phosphatrioxa-adamantane frameworks was described. The rigid biaryl phosphacycles were efficient for synthesis of biaryls ArAr¹ [Ar = 3-MeC₆H₄, 2-naphthyl, 2-thienyl, etc.; Ar¹ = Ph, 2-MeC₆H₄, 2,6-di-MeC₆H₃] via palladium-catalyzed Suzuki-Miyaura cross-coupling of aryl bromides/chlorides with phenylboronic acids. In particular, coupling reactions of the challenging sterically hindered and heterocyclic substrates were viable at room temperature

RSC Advances published new progress about 93-04-9. 93-04-9 belongs to ethers-buliding-blocks, auxiliary class Naphthalene,Ether, name is 2-Methoxynaphthalene, and the molecular formula is C11H10O, Product Details of C11H10O.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Tzschucke, C. Christoph published the artcileArenes to anilines and aryl ethers by sequential iridium-catalyzed borylation and copper-catalyzed coupling, HPLC of Formula: 929626-18-6, the publication is Organic Letters (2007), 9(5), 761-764, database is CAplus and MEDLINE.

N-Alkyl- and N-arylanilines were synthesized from arenes by a two-step sequence of iridium-catalyzed borylation and copper-catalyzed coupling with amines. Diaryl ethers were obtained by a related sequence of arene borylation, followed by coupling with phenols. In particular, 3,5-disubstituted arylamines and aryl ethers were prepared by initiating this sequence with meta-substituted arenes.

Organic Letters published new progress about 929626-18-6. 929626-18-6 belongs to ethers-buliding-blocks, auxiliary class Boronic acid and ester,Benzene,Ester,Boronic Acids,Boronic Acids,Boronic acid and ester, name is (3-(Methoxycarbonyl)-5-methylphenyl)boronic acid, and the molecular formula is C6H3BF4O2, HPLC of Formula: 929626-18-6.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Park, Jaeyong published the artcileTotal chemocatalytic cascade conversion of lignocellulosic biomass into biochemicals, Product Details of C9H10O4, the publication is Applied Catalysis, B: Environmental (2022), 121280, database is CAplus.

Because of its complexity, selective conversion of lignocellulosic biomass into platform chems. presents significant challenges. Herein, we converted birch wood into high-yield lignin-derived phenolic monomers and dimers and holocellulose-derived polyols and monocarboxylic acids via a two-step cascade reaction using 0.1 wt% Pd on N-doped carbon (Pd_0.1/CN_x) and passivated alumina-coated Ni on activated carbon (Ni₂ @Al₂O₃/AC) catalysts. The catalytic fractionation of birch sawdust using Pd_0.1/CN_x produced 11.1 wt% monomers, 5.6% dimers, and 63.4 wt% pulp-rich solid (PRS) based on feed weight The subsequent conversion of PRS over passivated Ni₂ @Al₂O₃/AC produced 21.6 wt% C₂-C₆ polyols and 7.9 wt% monocarboxylic acids. After the whole biomass conversion reaction, the Pd_0.1/CN_x and Ni₂ @Al₂O₃/AC catalysts were separated using their different magnetic responses and reused three times without activity loss. The structure-performance relationships of the Pd_0.1/CN_x catalysts synthesized using different methods and effect of passivation on the performance of the Ni₂ @Al₂O₃/AC catalyst were analyzed.

Applied Catalysis, B: Environmental published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C9H10O4, Product Details of C9H10O4.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Yoshimura, Hiroyuki published the artcileA Novel Type of Retinoic Acid Receptor Antagonist: Synthesis and Structure-Activity Relationships of Heterocyclic Ring-Containing Benzoic Acid Derivatives, Application In Synthesis of 2944-47-0, the publication is Journal of Medicinal Chemistry (1995), 38(16), 3163-73, database is CAplus and MEDLINE.

A new series of heterocyclic ring-containing benzoic acids was prepared, and the binding affinity and antagonism of its members against all-trans-retinoic acid were evaluated by in vitro assay systems using human promyelocytic leukemia (HL-60) cells. Structure-activity relationships indicated that both an N-substituted pyrrole or pyrazole (1-position) and a hydrophobic region, with these linked by a ring system, were indispensable for effective antagonism. Among the compounds evaluated, optimal antagonism was exhibited by 4-[4,5,7,8,9,10-hexahydro-7,7,10,10-tetramethyl-1-(3-pyridylmethyl)anthra[1,2-b]pyrrol-3-yl]benzoic acid, 4-[7,8,9,10-tetrahydro-7,7,10,10-tetramethyl-1-(3-pyridylmethyl)-4-thiaanthra[1,2-b]pyrrol-3-yl]benzoic acid, and 4-[4,5,7,8,9,10-hexahydro-7,7,10,10-tetramethyl-1-(3-pyridylmethyl)anthra[2,1-d]pyrazol-3-yl]benzoic acid, all of which possess a 3-pyridylmethyl group at the five-membered ring nitrogen atom.

Journal of Medicinal Chemistry published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C2H10Cl2N2, Application In Synthesis of 2944-47-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

da Silva, Elias Alves published the artcileColonization of oil palm empty fruit bunches by basidiomycetes from the Brazilian cerrado: deconstruction of biomass, Recommanded Product: 4-Hydroxy-3,5-dimethoxybenzaldehyde, the publication is Biofuels, Bioproducts & Biorefining (2022), 16(3), 799-815, database is CAplus.

This study aimed to establish a deconstruction process of oil palm empty fruit bunches (EFBs), employing hydrothermal and biol. pretreatments. Initially, the yields of cellulose, hemicellulose, lignin, extractives and ashes resulting from the autohydrolysis of raw EFBs were measured. The biol. pretreatment of the raw EFBs followed using eight basidiomycetes strains. Finally, an enzymic hydrolysis comparison between basidiomycetes and com. enzymes evaluated glucose and xylose yields, the synergism degree and the reduction of phenolic substances. Autohydrolysis pretreatment presented the best sugar yields after hydrolysis. However, biol. pretreatment provides enzymes and other advantages. The combination of enzymic extracts of basidiomycetes with Celluclast and Novozyme-188 Sigma gave the best glucose yield with Flavodon flavus BRM-055676 (14.78%). Synergism degree analyses showed an increase of 47% in glucose release by the cocktail of Fomes fasciatus BRM-055675 with com. enzymes. The deconstruction of EFBs by biol. pretreatment presented a 2.96 ratio loss of lignin/loss of cellulose with F. flavus BRM-055676. Finally, combinations of enzymic extracts from basidiomycetes and ascomycetes, mainly F. fasciatus BRM-055675, provided the reduction of phenolic substances. 2022 Society of Chem. Industry and John Wiley & Sons, Ltd.

Biofuels, Bioproducts & Biorefining published new progress about 134-96-3. 134-96-3 belongs to ethers-buliding-blocks, auxiliary class Immunology/Inflammation,COX,Natural product, name is 4-Hydroxy-3,5-dimethoxybenzaldehyde, and the molecular formula is C9H10O4, Recommanded Product: 4-Hydroxy-3,5-dimethoxybenzaldehyde.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Metcalf, Robert L. published the artcileEvolution of olfactory receptor in oriental fruit fly Dacus dorsalis, Application In Synthesis of 2944-47-0, the publication is Proceedings of the National Academy of Sciences of the United States of America (1979), 76(4), 1561-5, database is CAplus and MEDLINE.

Male D. dorsalis from colonies in Taiwan and Hawaii were evaluated for their limit of response to various analogs of methyleugenol. The results are interpreted in terms of the geometry and allosteric requirements of the antennal receptor that triggers the characteristic methyleugenol reflex. This receptor has evolved for complementarity to all portions of the methyleugenol mol. and responds only to ortho-substituted benzenes with adjacent atoms or isoelectronic equivalents Substantial differences in responses of Taiwan and Hawaiian D. dorsalis suggest that perceptible evolution of the receptor protein has occurred during the past 50 yr. A plausible scheme for the coevolution of flies with plants containing phenylpropionoid essential oils is outlined.

Proceedings of the National Academy of Sciences of the United States of America published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Application In Synthesis of 2944-47-0.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Neel, Andrew J. published the artcileEnantiodivergent Fluorination of Allylic Alcohols: Data Set Design Reveals Structural Interplay between Achiral Directing Group and Chiral Anion, Name: (3-Methoxy-5-methylphenyl)boronic acid, the publication is Journal of the American Chemical Society (2016), 138(11), 3863-3875, database is CAplus and MEDLINE.

Enantioselectivity values represent relative rate measurements that are sensitive to the structural features of the substrates and catalysts interacting to produce them. Therefore, well-designed enantioselectivity data sets are information rich and can provide key insights regarding specific mol. interactions. However, if the mechanism for enantioselection varies throughout a data set, these values cannot be easily compared. This premise, which is the crux of free energy relationships, exposes a challenging issue of identifying mechanistic breaks within multivariate correlations. Herein, we describe an approach to addressing this problem in the context of a chiral phosphoric acid catalyzed fluorination of allylic alcs. using aryl boronic acids as transient directing groups. By designing a data set in which both the phosphoric and boronic acid structures were systematically varied, key enantioselectivity outliers were identified and analyzed. A mechanistic study was executed to reveal the structural origins of these outliers, which was consistent with the presence of several mechanistic regimes within the data set. While 2- and 4-substituted aryl boronic acids favored the (R)-enantiomer with most of the studied catalysts, meta-alkoxy substituted aryl boronic acids resulted in the (S)-enantiomer when used in combination with certain (R)-phosphoric acids. We propose that this selectivity reversal is the result of a lone pair-π interaction between the substrate ligated boronic acid and the phosphate. On the basis of this proposal, a catalyst system was identified, capable of producing either enantiomer in high enantioselectivity (77% (R)-2 to 92% (S)-2) using the same chiral catalyst by subtly changing the structure of the achiral boronic acid.

Journal of the American Chemical Society published new progress about 725251-81-0. 725251-81-0 belongs to ethers-buliding-blocks, auxiliary class Boronic acid and ester,Benzene,Ether,Boronic Acids,Boronic acid and ester, name is (3-Methoxy-5-methylphenyl)boronic acid, and the molecular formula is C8H11BO3, Name: (3-Methoxy-5-methylphenyl)boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem