Category: alcohols-buliding-blocks

Yuan, Ye published the artcileA green and recyclable CuSO4·5H2O/ionic liquid catalytic system for the CO2-promoted hydration of propargyl alcohols: an efficient assembly of α-hydroxy ketones, Related Products of alcohols-buliding-blocks, the main research area is propargyl alc copper ionic liquid hydration reaction green chem; alpha hydroxy ketone preparation.

In this work, diverse α-hydroxy ketones were efficiently constructed through the CO2-promoted hydration process of propargyl alcs., which was catalyzed by a system consisted of economical CuSO4·5H2O and a green 1-butyl-3-methylimidazolium acetate ionic liquid Particularly, this catalytic system exhibited excellent activity under atm. CO2 or even mimetic flue gas (20 vol% of CO2). Moreover, this system employed the lowest metal loading ever reported (0.004-0.25 mol%) meanwhile reached the highest turnover number (11700) for the target hydration reaction. Addnl., this was the first reported Cu catalytic system with reliable recyclability, which could be easily reused at least 6 times with yields higher than 85%.

Journal of Catalysis published new progress about Alcohols, propargyl Role: RCT (Reactant), RACT (Reactant or Reagent). 107-54-0 belongs to class alcohols-buliding-blocks, name is 3,5-Dimethylhex-1-yn-3-ol, and the molecular formula is C8H14O, Related Products of alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhou, Zhi-Hua published the artcileSynthesis of α-hydroxy ketones by copper(I)-catalyzed hydration of propargylic alcohols: CO2 as a cocatalyst under atmospheric pressure, Synthetic Route of 107-54-0, the main research area is hydroxy ketone preparation; propargylic alc hydration copper carbon dioxide cocatalyst.

Inexpensive and efficient Cu(I) catalysis is reported for the synthesis of α-hydroxy ketones CH3C(O)C(R1)(R2)OH [R1 = Me, Et, iso-Bu, hexyl, vinyl; R2 = Me, phenyl; R1R2 = -(CH2)5-] and 17β-hydroxyprogesterone from propargylic alcs. HCCC(R1)(R2)OH and 17β-hydroxypregn-5-en-20-yn-3-one, CO2, and water via tandem carboxylative cyclization and nucleophilic addition reaction. Notably, hydration of propargylic alcs. can be carried out smoothly under atm. CO2 pressure, generating a series of α-hydroxy ketones efficiently and selectively. This strategy shows great potential for the preparation of valuable α-hydroxy ketones by using CO2 as a crucial cocatalyst under mild conditions.

Chinese Journal of Catalysis published new progress about Alcohols, propargyl Role: RCT (Reactant), RACT (Reactant or Reagent). 107-54-0 belongs to class alcohols-buliding-blocks, name is 3,5-Dimethylhex-1-yn-3-ol, and the molecular formula is C8H14O, Synthetic Route of 107-54-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Shinohara, Riku published the artcileSN2 Reaction of Diarylmethyl Anions at Secondary Alkyl and Cycloalkyl Carbons, Name: 3-Pentanol, the main research area is alkyl diphenyl phosphate diarylmethyl anion nucleophilic substitution reaction; diarylmethyl substituted alkane preparation.

The substitution reaction of the di-Et allylic and propargylic phosphates with Ar2CH anions was applied to sec-alkyl phosphates to compare reactivity and stereoselectivity. However, the substitution took place on the Et carbon of the di-Et phosphate group. We then found that the di-Ph phosphate leaving group ((PhO)2PO2) was suited for the substitution at the sec-alkyl carbon. Enantioenriched di-Ph sec-alkyl phosphates with different substituents (Me, Et, iPr) on the vicinal position underwent the substitution reaction with almost complete inversion (>99% enantiospecificity). The substitution reactions of cyclohexyl phosphates possessing cis or trans substituents (Me and/or tBu) at the C4, C3, and C2 positions of the cyclohexane ring were also studied to observe the difference in reactivity among the cis and trans isomers. A transition-state model with the phosphate leaving group ((PhO)2PO2) in the axial position was proposed to explain the difference. This model was supported by computational calculation of the virtual substitution reaction of the structurally simpler “”dimethyl”” cyclohexyl phosphates (leaving group = (MeO)2PO2) with MeLi. Furthermore, the calculation unexpectedly indicated higher propensity of (PhO)2PO2 as a leaving reactivity than alkyl phosphate groups such as (MeO)2PO2 and (iPrO)2PO2.

European Journal of Organic Chemistry published new progress about Alkanes Role: SPN (Synthetic Preparation), PREP (Preparation) (aryl). 584-02-1 belongs to class alcohols-buliding-blocks, name is 3-Pentanol, and the molecular formula is C5H12O, Name: 3-Pentanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Niu, Tengfei published the artcileHeterogeneous carbon nitride photocatalyst for C-C bond oxidative cleavage of vicinal diols in aerobic micellar medium, SDS of cas: 92093-23-7, the main research area is aryl aldehyde preparation green chem; vicinal diol aerobic oxidation carbon nitride photocatalyst.

A green and efficient visible-light promoted aerobic oxidative C-C bond cleavage of vicinal diols RC(R1)(OH)C(R2)(OH)R3 (R = Ph, pyridin-2-yl, 4-bromophenyl, etc.; R1 = H, Me, Ph; R2 = H, Me, Ph; R3 = H, 4-nitrophenyl, Ph, furan-2-yl, etc.) in micellar medium has been developed. This protocol used graphitic carbon nitride with nitrogen vacancies (CN620) as a metal-free recyclable photocatalyst and CTAB as surfactant in water. Control experiments and the ESR results indicated that superoxide radicals and valence band holes played an important role in the reaction. Further isotope experiments suggested both a β-scission/HAT pathway and an oxidation/hydrolysis/dehydration pathway for the reaction, which is different from previous reports. The semiconductor/micellar catalyst system can be recycled at least 10 times without a significant reduction in activity. Furthermore, this reaction could be carried out under solar light irradiation and was applicable to large-scale reactions with similar results.

Green Chemistry published new progress about Aryl aldehydes Role: SPN (Synthetic Preparation), PREP (Preparation). 92093-23-7 belongs to class alcohols-buliding-blocks, name is 1-(4-Bromophenyl)ethane-1,2-diol, and the molecular formula is C8H9BrO2, SDS of cas: 92093-23-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Li, Zhengnian published the artcileDiscovery of a series of benzopyrimidodiazepinone TNK2 inhibitors via scaffold morphing, Name: 2,2-Dimethoxyethanamine, the main research area is benzopyrimidodiazepinone TNK2 inhibitor; Benzopyrimidodiazepinone; Kinase inhibitor; Scaffold morphing; TNK2.

The protein kinase TNK2 (ACK1) is an emerging drug target for a variety of indications, in particular for cancer where it plays a key role transmitting cell survival, growth and proliferative signals via modification of multiple downstream effectors by unique tyrosine phosphorylation events. Scaffold morphing based on our previous TNK2 inhibitor XMD8-87 identified urea 17 (I) from which we developed the potent and selective compound 32 (II). A co-crystal structure was obtained showing 32 interacting primarily with the main chain atoms of an alanine residue of the hinge region. Addnl. H-bonds exist between the urea NHs and the Thr205 and Asp270 residues.

Bioorganic & Medicinal Chemistry Letters published new progress about Crystal structure (co-crystal structure of enzyme-inhibitor complex). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Name: 2,2-Dimethoxyethanamine.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Lujie published the artcileHydrodeoxygenation of C4-C6 sugar alcohols to diols or mono-alcohols with the retention of the carbon chain over a silica-supported tungsten oxide-modified platinum catalyst, Name: 3-Pentanol, the main research area is sugar hydrodeoxygenation alc diol silica tungsten oxide platinum catalyst.

The hydrodeoxygenation of erythritol, xylitol, and sorbitol was investigated over a Pt-WOx/SiO2 (4 wt% Pt, W/Pt = 0.25, molar ratio) catalyst. 1,4-Butanediol can be selectively produced with 51% yield (carbon based) by erythritol hydrodeoxygenation at 413 K, based on the selectivity over this catalyst toward the regioselective removal of the C-O bond in the -O-C-CH2OH structure. Because the catalyst is also active in the hydrodeoxygenation of other polyols to some extent but much less active in that of mono-alcs., at higher temperature (453 K), mono-alcs. can be produced from sugar alcs. A good total yield (59%) of pentanols can be obtained from xylitol, which is mainly converted to C2 + C3 products in the literature hydrogenolysis systems. It can be applied to the hydrodeoxygenation of other sugar alcs. to mono-alcs. with high yields as well, such as erythritol to butanols (74%) and sorbitol to hexanols (59%) with very small amounts of C-C bond cleavage products. The active site is suggested to be the Pt-WOx interfacial site, which is supported by the reaction and characterization results (TEM and XAFS). WOx/SiO2 selectively catalyzed the dehydration of xylitol to 1,4-anhydroxylitol, whereas Pt-WOx/SiO2 promoted the transformation of xylitol to pentanols with 1,3,5-pentanetriol as the main intermediate. Pre-calcination of the reused catalyst at 573 K is important to prevent coke formation and to improve the reusability.

Green Chemistry published new progress about Cyclic ethers Role: IMF (Industrial Manufacture), PREP (Preparation). 584-02-1 belongs to class alcohols-buliding-blocks, name is 3-Pentanol, and the molecular formula is C5H12O, Name: 3-Pentanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Smolobochkin, A. V. published the artcileSynthesis of Alkylphosphoryl-Containing 4(5)-Arylimidazolin-2-ones, Synthetic Route of 22483-09-6, the main research area is phosphoryl aryl imidazolinone preparation.

The acid-catalyzed reaction of {2-[1-(2,2-dimethoxyethyl)-3-(phenylcarboxamido)]ethyl}phosphonate or di-Et [2-(2-oxo-3-phenyl-2,3-dihydro-1H-imidazol-1-yl)ethyl]phosphonate with resorcinol and its derivatives afforded new 4(5)-arylimidazolin-2-ones. The ratio of the resulting regioisomers is significantly affected by the structure of the starting compounds, which allows one to obtain products with a predominance of one regioisomer.

Russian Journal of General Chemistry published new progress about Imidazolinones Role: SPN (Synthetic Preparation), PREP (Preparation). 22483-09-6 belongs to class alcohols-buliding-blocks, name is 2,2-Dimethoxyethanamine, and the molecular formula is C4H11NO2, Synthetic Route of 22483-09-6.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Qing published the artcileNi-Catalyzed Enantioselective Allylic Alkylation of H-Phosphinates, SDS of cas: 584-02-1, the main research area is nickel catalyzed enantioselective allylic alkylation phosphinate allylic acetate; stereogenic allylic phenyl phosphinate preparation crystal structure; mol structure stereogenic allylic phenyl phosphinate.

The asym. synthesis of P-stereogenic phosphinates through allylic alkylation of H-phosphinates was developed. With H-phosphinates and allylic acetates as the starting materials, a variety of allylic P-chiral phosphinates were accessed in high enantioselectivities of up to 92% ee and generally high yields. A further study demonstrated the applicability of this protocol, including the scale-up synthesis and facile transformation of chiral products from phosphinates to phosphine oxides with organolithium reagents under mild reaction conditions.

Organic Letters published new progress about Acetates Role: RCT (Reactant), RACT (Reactant or Reagent) (allylic). 584-02-1 belongs to class alcohols-buliding-blocks, name is 3-Pentanol, and the molecular formula is C5H12O, SDS of cas: 584-02-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhong, Jian-Ji published the artcileEfficient acceptorless photo-dehydrogenation of alcohols and N-heterocycles with binuclear platinum(II) diphosphite complexes, Quality Control of 584-02-1, the main research area is binuclear platinum diphosphite complex preparation UV absorption; ketone aldehyde preparation; alc photodehydrogenation binuclear platinum diphosphite complex catalyst; indole quinoline isoquinoline benzothiazole pyrrole preparation; saturated heterocycle photodehydrogenation binuclear platinum diphosphite catalyst; quinazolinone preparation; anthranilamide alc tandem dehydrogenation coupling binuclear platinum diphosphite catalyst.

Binuclear platinum(II) diphosphite complexes as practical and efficient photocatalysts for oxidant-free and acceptorless dehydrogenation of alcs. and N-heterocycles in high yields even under substrate-limiting conditions was described. The reaction could be used for constructing quinazolin-4(3H)-ones from anthranilamide and alcs. This protocol offered the unique reactivity of binuclear platinum(II) diphosphite complexes, wide substrate scope, mild reaction conditions, scalability, utility and versatility of these photocatalysts with practical relevance. Regeneration of the photocatalyst by means of reductive elimination of dihydrogen from the in-situ formed platinum(III)-hydride species represented an alternative paradigm to the current approach in photoredox catalysis.

Chemical Science published new progress about Acetophenones Role: SPN (Synthetic Preparation), PREP (Preparation). 584-02-1 belongs to class alcohols-buliding-blocks, name is 3-Pentanol, and the molecular formula is C5H12O, Quality Control of 584-02-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Yu-Feng published the artcileSamarium(II)-electrocatalyzed chemoselective reductive alkoxylation of phthalimides, Synthetic Route of 584-02-1, the main research area is phthalimide alkanol samarium catalyst electrochem selective reductive alkoxylation; alkoxy isoindolinone preparation.

The unprecedented samarium electrocatalyzed reductive alkoxylation of phthalimides in a single step was presented. Under mild conditions, using electrogenerated Sm(II) with TMSCl (tri-Me chlorosilane), N-substituted 3-alkoxyl isoindolin-1-ones were isolated in good to excellent yields with high functional group tolerance.

Organic Chemistry Frontiers published new progress about Aliphatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 584-02-1 belongs to class alcohols-buliding-blocks, name is 3-Pentanol, and the molecular formula is C5H12O, Synthetic Route of 584-02-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts