Category: 627-27-0

Liu, Chao; Song, Liangliang; Peshkov, Vsevolod A.; Van der Eycken, Erik V. published the artcile< Transition metal-free selective C-S bond cleavage of Ugi-adducts for rapid preparation of peptidomimetics>, SDS of cas: 627-27-0, the main research area is peptidomimetic aminal synthesis natural product; Ugi adduct Mannich reaction copper catalyst reaction bond cleavage; Mannich reaction mechanism deprotonation.

A transition metal-free C-S bond cleavage and subsequent Mannich reaction of Ugi-adducts with alcs. as well as thiols is developed. Diverse novel peptidomimetics containing N,O- or N,S-aminals are synthesized in a rapid, highly efficient and step-economical fashion. This method features exclusive selectivity, broad substrate scope, excellent yield and functional group tolerance, and was applied on substrates derived from the pharmaceuticals febuxostat, probenecid and memantine.

Green Chemistry published new progress about Aminals Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, SDS of cas: 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kleban, Ihor; Krokhmaliuk, Yevhen; Reut, Sofiia; Shuvakin, Serhii; Pendyukh, Vyacheslav V.; Khyzhan, Oleksandr I.; Yarmoliuk, Dmytro S.; Tymtsunik, Andriy V.; Rassukana, Yuliya V.; Grygorenko, Oleksandr O. published the artcile< Multigram Synthesis of Heterabicyclo[n.1.0]alkan-1-yl Trifluoroborates>, Application of C4H8O, the main research area is enyne hetero preparation hydroboration; bromoallyl derivative preparation lithiation borylation; heterabicycloalkanyl trifluoroborate preparation.

An approach to the synthesis of oxa- and azabicyclo[n.1.0]alkan-1-yl trifluoroborates on a multigram scale was developed. Two synthetic strategies were evaluated: the 1st based on the lithiation-borylation of the corresponding 2-bromoallyl derivatives, and the other relying on regioselective hydroboration of the appropriate hetera-substituted enynes. The 2nd method appeared to be more efficient in terms of scalability and substrate scope. Further steps included ring closing-metathesis, mild Pd-catalyzed cyclopropanation with diazomethane, and reaction with KHF2 and furnished the title compounds in up to 50 g scale in a single run (10-41% overall yield, 4-5 steps).

European Journal of Organic Chemistry published new progress about Alkenynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Lenormand, Anthony; Reyes Mendez, Lucia; Coulomb, Julien published the artcile< Relay-Heck Cross-Coupling Between Alkenyl Halides and Unsaturated Alcohols in the Synthesis of Open-Chain Analogues of Musk Odorant Vulcanolide>, HPLC of Formula: 627-27-0, the main research area is alkenyl halide alkenol palladium catalyst Heck cross coupling; carbonyl compound preparation; Heck reactions; alkenyl halides; palladium; relay; unsaturated alcohols.

Unactivated alkenyl iodides and bromides underwent an unprecedented palladium-catalyzed relay-Heck cross-coupling with a whole range of alkenols of different chain lengths linking the alkene and the alc., affording unsaturated aldehydes and ketones in moderate to good yields. In contrast, alkenyl triflates were not suitable partners for this reaction. This method allowed the preparation of open-chain analogs of the musk odorant Vulcanolide, several of which retained key olfactory properties of the parent mol.

Chemistry – A European Journal published new progress about Alkenyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, HPLC of Formula: 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Chmiel, Alyah F.; Williams, Oliver P.; Chernowsky, Colleen P.; Yeung, Charles S.; Wickens, Zachary K. published the artcile< Non-innocent Radical Ion Intermediates in Photoredox Catalysis: Parallel Reduction Modes Enable Coupling of Diverse Aryl Chlorides>, Synthetic Route of 627-27-0, the main research area is radical ion intermediates photoredox Catalysis parallel reduction mode.

We describe a photocatalytic system that elicits potent photoreductant activity from conventional photocatalysts by leveraging radical anion intermediates generated in situ. The combination of an isophthalonitrile photocatalyst and sodium formate promotes diverse aryl radical coupling reactions from abundant but difficult to reduce aryl chloride substrates. Mechanistic studies reveal two parallel pathways for substrate reduction both enabled by a key terminal reductant byproduct, carbon dioxide radical anion.

Journal of the American Chemical Society published new progress about Borylation (photochem.). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Synthetic Route of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Caiger, Lewis; Sinton, Conar; Constantin, Timothee; Douglas, James J.; Sheikh, Nadeem S.; Julia, Fabio; Leonori, Daniele published the artcile< Radical hydroxymethylation of alkyl iodides using formaldehyde as a C1 synthon>, Application In Synthesis of 627-27-0, the main research area is alkyl alc preparation; formaldehyde alkyl iodide radical hydroxymethylation photocatalyst.

Here, a strategy that couples alkyl iodide building blocks with formaldehyde through the use of photocatalysis and a phosphine additive was reported. Halogen-atom transfer (XAT) from α-aminoalkyl radicals was leveraged to convert the iodide into the corresponding open-shell species, while its following addition to formaldehyde was rendered irreversible by trapping the transient O-radical with PPh3. This event delivered a phosphoranyl radical that re-generates the alkyl radical and provided the hydroxymethylated product.

Chemical Science published new progress about Alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application In Synthesis of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wang, Shu; Beech, Haley K.; Bowser, Brandon H.; Kouznetsova, Tatiana B.; Olsen, Bradley D.; Rubinstein, Michael; Craig, Stephen L. published the artcile< Mechanism Dictates Mechanics: A Molecular Substituent Effect in the Macroscopic Fracture of a Covalent Polymer Network>, Electric Literature of 627-27-0, the main research area is dictate mechanic macroscopic fracture covalent polymer network.

The fracture of rubbery polymer networks involves a series of mol. events, beginning with conformational changes along the polymer backbone and culminating with a chain scission reaction. Here, we report covalent polymer gels in which the macroscopic fracture “”reaction”” is controlled by mechanophores embedded within mech. active network strands. We synthesized poly(ethylene glycol) (PEG) gels through the end-linking of azide-terminated tetra-arm PEG (Mn = 5 kDa) with bis-alkyne linkers. Networks were formed under identical conditions, except that the bis-alkyne was varied to include either a cis-diaryl (1) or cis-dialkyl (2) linked cyclobutane mechanophore that acts as a mechanochem. “”weak link”” through a force-coupled cycloreversion. A control network featuring a bis-alkyne without cyclobutane (3) was also synthesized. The networks show the same linear elasticity (G’ = 23-24 kPa, 0.1-100 Hz) and equilibrium mass swelling ratios (Q = 10-11 in tetrahydrofuran), but they exhibit tearing energies that span a factor of 8 (3.4 J, 10.6, and 27.1 J·m-2 for networks with 1, 2, and 3, resp.). The difference in fracture energy is well-aligned with the force-coupled scission kinetics of the mechanophores observed in single-mol. force spectroscopy experiments, implicating local resonance stabilization of a diradical transition state in the cycloreversion of 1 as a key determinant of the relative ease with which its network is torn. The connection between macroscopic fracture and a small-mol. reaction mechanism suggests opportunities for mol. understanding and optimization of polymer network behavior.

Journal of the American Chemical Society published new progress about Azide-alkyne 1,3-dipolar cycloaddition reaction. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Electric Literature of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hirai, Kenji; Ishikawa, Hiroto; Takahashi, Yasufumi; Hutchison, James A.; Uji-i, Hiroshi published the artcile< Autotuning of Vibrational Strong Coupling for Site-Selective Reactions>, Category: alcohols-buliding-blocks, the main research area is benzaldehyde acetophenone Prins reaction IR spectra; Fabry-Perot cavity; infrared spectroscopy; piezoelectric actuators; prins reactions; vibrational strong coupling.

Site-selective chem. opens new paths for the synthesis of technol. important mols. When a reactant is placed inside a Fabry-Perot (FP) cavity, energy exchange between mol. vibrations and resonant cavity photons results in vibrational strong coupling (VSC). VSC has recently been implicated in modified chem. reactivity at specific reactive sites. However, as a reaction proceeds inside an FP cavity, the refractive index of the reaction solution changes, detuning the cavity mode away from the vibrational mode and weakening the VSC effect. Here we overcome this issue, developing actuatable FP cavities to allow automated tuning of cavity mode energy to maintain maximized VSC during a reaction. As an example, the site-selective reaction of the aldehyde over the ketone in 4-acetylbenzaldehyde is achieved by automated cavity tuning to maintain optimal VSC of the ketone carbonyl stretch during the reaction. A nearly 50% improvement in site-selective reactivity is observed compared to an FP cavity with static mirrors, demonstrating the utility of actuatable FP cavities as microreactors for organic chem.

Chemistry – A European Journal published new progress about Activation enthalpy. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Dong, Zhe; MacMillan, David W. C. published the artcile< Metallaphotoredox-enabled deoxygenative arylation of alcohols>, Name: But-3-en-1-ol, the main research area is alc aryl halide deoxygenative arylation metallaphotoredox.

Metal-catalyzed cross-couplings are a mainstay of organic synthesis and are widely used for the formation of C-C bonds, particularly in the production of unsaturated scaffolds1. However, alkyl cross-couplings using native sp3-hybridized functional groups such as alcs. remain relatively underdeveloped2. In particular, a robust and general method for the direct deoxygenative coupling of alcs. would have major implications for the field of organic synthesis. A general method for the direct deoxygenative cross-coupling of free alcs. must overcome several challenges, most notably the in situ cleavage of strong C-O bonds3, but would allow access to the vast collection of com. available, structurally diverse alcs. as coupling partners4. Authors report herein a metallaphotoredox-based cross-coupling platform in which free alcs. are activated in situ by N-heterocyclic carbene salts for carbon-carbon bond formation with aryl halide coupling partners. This method is mild, robust, selective and most importantly, capable of accommodating a wide range of primary, secondary and tertiary alcs. as well as pharmaceutically relevant aryl and heteroaryl bromides and chlorides. The power of the transformation has been demonstrated in a number of complex settings, including the late-stage functionalization of Taxol and a modular synthesis of Januvia, an antidiabetic medication. This technol. represents a general strategy for the merger of in situ alc. activation with transition metal catalysis.

Nature (London, United Kingdom) published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Name: But-3-en-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Kuribara, Takahito; Nakajima, Masaya; Nemoto, Tetsuhiro published the artcile< A visible-light activated secondary phosphine oxide ligand enabling Pd-catalyzed radical cross-couplings>, Application of C4H8O, the main research area is amine allyl methyl carbonate palladium photochem allylation; bromoalkane aryl alkene palladium photochem diastereoselective Heck reaction; aryl halide pyrrole palladium photochem radical cross coupling; haloarene palladium photochem dehalogenative hydrogenation.

A secondary phosphine oxide ligand bearing a visible-light sensitization moiety and apply it to Pd-catalyzed radical cross-coupling reactions was reported. The tautomeric phosphinous acid coordinates to palladium in-situ, allowing for pseudo-intramol. single-electron transfer between the ligand and palladium. Mol. design of the metal complexes aided by time-dependent d. functional theory calculations enables the involvement of allyl radicals from π-allyl palladium(II) complexes, and alkyl and aryl radicals from the corresponding halides and palladium(0) complex. This complex enables radical cross-couplings by ligand-to-Pd(II) and Pd(0)-to-ligand single-electron transfer under visible-light irradiation

Nature Communications published new progress about Allylation (photochem.). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Application of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 627-27-0, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 627-27-0, name is But-3-en-1-ol. A new synthetic method of this compound is introduced below.

In a 1000 ml rb flask were placed 3-buten-1-ol (7.21 g, 100.00 mmol), 3,4-dihydro-2H-pyran (12.62 g, 150.00 mmol) and pyridinium p-toluenesulfonate (2.51 g, 10.00 mmol) in 350 ml of anhydrous dichloromethane. The reaction mixture was stirred at room temperature for 4 h. Then the reaction mixture was concentrated and the residue was purified by column with Hexane/Ethyl acetate=100/5 to provide 13.90 g of the desired product as an oil (89.0%). 1H-NMR (DMSO-d6) delta 5.851-5.742 (m, 1H), 5.103-5.011 (d, 1H), 4.997-4.985 (d, 1H), 4.555-4.537 (t, 1H), 3.745-3.611 (m, 2H), 3.433-3.347 (m, 2H), 2.290-2.236 (m, 2H), 1.698-1.675 (m, 2H), 1.611-1.566 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,627-27-0, its application will become more common.

Reference:
Patent; BAYER HEALTHCARE AG; US2010/298297; (2010); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts