Category: 627-27-0

Talavera-Aleman, Armando; Marrot, Jerome; Dagousset, Guillaume; Thomassigny, Christine published the artcile< Synthesis of Nitrogen- and Oxygen-Containing Heterocycles by Prins Cyclization in Continuous Flow>, Product Details of C4H8O, the main research area is tetrahydropyridine preparation; amine aldehyde aza silyl Prins cyclization; tetrahydropyran preparation; aldehyde butenol oxa Prins cyclization.

Aza-silyl-Prins and oxa-Prins cyclization reactions in continuous-flow chem. were described for the synthesis of the corresponding tetrahydropyridines I [R = Ph, Bn; R1 = Bu, CH(CH3)CH2CH2CH3, Bn, CH2CH2C6H5] and pyran derivatives, II [R = heptyl, cyclohexyl, 4-NO2C6H4] resp. In particular, the use of pyridine-carboxaldehydes for aza-silyl-Prins reaction led to either a sym. triarylmethane or two new bicyclic compounds 4-Fluorinated-2-substituted tetrahydropyran derivatives III [stereo = cis, anti] were also obtained in the oxa-Prins cyclization with good selectivity in favor of the anti-isomer.

Synthesis published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Product Details of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhan, Ying; Zhao, Yao; Du, Qiang; Rui, Jiacheng; Chen, Rizhi; Zheng, Xintao; Wu, Xiaojin published the artcile< Chemo- and regioselective nucleophilic hydrofunctionalization of unactivated aliphatic alkenes under transition-metal-free catalysts>, Quality Control of 627-27-0, the main research area is beta hetero aliphatic amide preparation green chem chemoselective regioselective; unactivated terminal internal aliphatic alkene nucleophilic Markovnikov selective hydrofunctionalization.

Transition-metal-free-catalyzed nucleophilic hydrofunctionalization of both terminal and internal unactivated aliphatic alkenes has been described for the first time. Most topical classes of carbon, nitrogen and oxygen nucleophiles are well-compatible. The highly chemoselective unprotected dinucleophiles are also presented in the atom-economical approach. More than 80 structurally complex β-hetero-substituted aliphatic amides were rapidly synthesized in good yield with exclusive Markovnikov selectivity, which are difficult to be achieved efficiently by the traditional Michael addition of conjugated amides due to their poor intrinsic electrophilicity.

Green Chemistry published new progress about Addition reaction. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Quality Control of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Nasrallah, Daniel J.; Zehnder, Troy E.; Ludwig, Jacob R.; Steigerwald, Daniel C.; Kiernicki, John J.; Szymczak, Nathaniel K.; Schindler, Corinna S. published the artcile< Hydrazone and Oxime Olefination via Ruthenium Alkylidenes>, Safety of But-3-en-1-ol, the main research area is imine olefine ruthenium alkylidine catalyst olefination; olefin preparation; Alkylidenes; Hydrazones; Olefination; Oximes; Ruthenium.

The development of an efficient method for the olefination of hydrazones and oximes was described. The key design approach that enabled this transformation was tuning of the energy/polarity of C=N π-bonds by employing heteroatom functionalities (NR2, OR). The resulting hydrazones or oximes facilitated olefination with ruthenium alkylidenes. Through this approach, showed that air-stable, com. available ruthenium alkylidenes provide access to functionalized alkenes (20 examples) in ring-closing reactions with yields up to 88%.

Angewandte Chemie, International Edition published new progress about Alkenes 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, Safety of But-3-en-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Yachao; Mao, Liang-Liang; Hu, Sifan; Luan, Yi; Cong, Huan published the artcile< Photo-induced anti-Markovnikov hydroalkylation of unactivated alkenes employing a dual-component initiator>, Recommanded Product: But-3-en-1-ol, the main research area is cyanoester preparation; unactivated alkene photochem anti Markovnikov hydroalkylation dual component initiator.

Metal-free anti-Markovnikov hydroalkylation of unactivated alkenes RCH=CH2 (R = cyclohexyl, 9-(1,3-dioxolan-2-yl)nonyl, 10-methoxy-10-oxodecyl, etc.) with Et cyanoacetate has been developed, featuring the use of a dual-component initiator containing an organic photocatalyst and a radical precursor. When combined, the two components can undergo visible light-induced single-electron transfer, and serve as a versatile and effective alkyl radical generator.

Chinese Chemical Letters published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Recommanded Product: But-3-en-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Luckham, Stephen L. J.; Nozaki, Kyoko published the artcile< Toward the copolymerization of propylene with polar comonomers>, SDS of cas: 627-27-0, the main research area is propylene polar comonomers stereoselective transition metal catalyst isotacticity insertion.

Conspectus: polyolefins are produced in vast amounts and are found in so many consumer products that the two most commonly produced forms, polyethylene (PE) and polypropylene (PP), fall into the rather sparse category of mols. that are likely to be known by people worldwide, regardless of their occupation. Although widespread, the further upgrading of their properties (mech., phys., aesthetic, etc.) through the formation of composites with other materials, such as polar polymers, fibers, or talc, is of huge interest to manufacturers. To improve the affinity of polyolefins toward these materials, the inclusion of polar functionalities into the polymer chain is essential. The incorporation of a functional group to trigger controlled polymer degradation is also an emerging area of interest. Currently practiced methods for the incorporation of polar functionalities, such as post-polymerization functionalization, are limited by the number of compatible polar monomers: for example, grafting maleic anhydride is currently the sole method for practical functionalization of PP. In contrast, the incorporation of fundamental polar comonomers into PE and PP chains via coordination insertion polymerization offers good control, making it a highly sought-after process. Early transition metal catalysts (which are commonly used for the production of PE and PP) display poor tolerance toward the functional groups within polar comonomers, limiting their use to less-practical derivatives As late transition metal catalysts are less-oxophilic and thus more tolerant to polar functionalities, they are ideal candidates for these reactions. This Account focuses on the copolymerization of propylene with polar comonomers, which remains underdeveloped as compared to the corresponding reaction using ethylene. We begin with the challenges associated with the regio- and stereoselective insertion of propylene, which is a particular problem for late transition metal systems because of their propensity to undergo chain walking processes. To overcome this issue, we have investigated a range of metal/ligand combinations. We first discuss attempts with group 4 and 8 metal catalysts and their limitations as background, and then focus on the copolymerization of propylene with Me acrylate (MA) using Pd/imidazolidine-quinolinolate (IzQO) and Pd/phosphine-sulfonate (PS) precatalysts. Each generated regioregular polymer, but while the system featuring an IzQO ligand did not display any stereocontrol, that using the chiral PS ligand did. A further difference was found in the insertion mode of MA: the Pd/IzQO system inserted in a 1,2 fashion, while in the Pd/PS system a 2,1 insertion was observed We then move onto recent results from our lab using Pd/PS and Pd/bisphosphine monoxide (BPMO) precatalysts for the copolymerization of propylene with allyl comonomers. These P-stereogeneic precatalysts generated the highest isotacticity values reported to date using late transition metal catalysts. This section closes with our work using Earth-abundant nickel catalysts for the reaction, which would be especially desired for industrial applications: a Ni/phosphine phenolate (PO) precatalyst yielded regioregular polypropylene with the incorporation of some allyl monomers into the main polymer chain. The installation of a chiral menthyl substituent on the phosphine allowed for moderate stereoselectivity to be achieved, though the applicable polar monomers currently remain limited. The account concludes with a discussion of the factors that affect the insertion mode of propylene and polar comonomers in copolymerization reactions, beginning with our recent computational study, and finishing with work from ourselves and others covering both comonomer and precatalyst steric and electronic profiles with reference to the observed regioselectivity.

Accounts of Chemical Research published new progress about Coordination polymerization (insertion). 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

Hu, Fangzhi; Li, Xinyao; Ding, Zhanshuai; Wang, Liang; Ge, Chunyan; Xu, Lubin; Li, Shuai-Shuai published the artcile< Divergent Synthesis of [3,4]-Fused 3-Alkenyl-Oxindoles via Propargyl Alcohol-Triggered C(sp3)-H Functionalization>, Product Details of C4H8O, the main research area is hydroxy arylethynyl pyrrolidinyl indolinone nucleophile binaphthyldiyl hydrogenphosphate catalyst cyclization; aryl diazatetracyclo hexadeca tetraenone preparation regioselective cascade.

Developed a synthetic strategy for divergent synthesis of diverse types of [3,4]-seven- or six-membered ring-fused 3-alkenyl-oxindoles incorporating benzazepine and significant building blocks from propargyl alcs. via the cascade nucleophilic substitution/site-selective hydride transfer/cyclization process unprecedentedly. Also, a variety of nucleophiles, including H2O, were available for controllable construction of a wide range of conjugated alkenes, conjugated ketones and allyl alcs. encompassing natural products and pharmaceutical motifs with the utilization of 4-amine substituted isatins and widespread terminal alkyne-derived propargyl alcs. Furthermore, the synthetic utility of the methodol. and mechanistic studies also were well presented.

ACS Catalysis published new progress about Alcohols, lower Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Product Details of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Can; Shen, Ni; Shang, Rui published the artcile< Photocatalytic defluoroalkylation and hydrodefluorination of trifluoromethyls using o-phosphinophenolate>, Application In Synthesis of 627-27-0, the main research area is alkene aryl trifluoroacetamide phosphinophenolate catalyst defluoroalkylation hydrodefluorination; difluoro aryl alkyl amide preparation; trifluoroacetate alkene phosphinophenolate catalyst defluoroalkylation; alkyl difluoro ester preparation; alkenol trifluoromethyl arene phosphinophenolate catalyst defluoroalkylation; arenyl difluoroalkanol preparation.

Under visible light irradiation, o-phosphinophenolate functions as an easily accessible photoredox catalyst to activate trifluoromethyl groups in trifluoroacetamides, trifluoroacetates and trifluoromethyl (hetero)arenes to deliver corresponding difluoromethyl radicals. It works in relay with a thiol hydrogen atom transfer (HAT) catalyst to enable selective defluoroalkylation and hydrodefluorination. The reaction allowed for the facile synthesis of a broad scope of difluoromethylene-incorporated carbonyl and (hetero)aromatic compounds, which are valuable fluorinated intermediates of interest in the pharmaceutical industry. The ortho-diphenylphosphino substituent, which is believed to facilitate photoinduced electron transfer, plays an essential role in the redox reactivity of phenolate. In addition to trifluoromethyl groups, pentafluoroethyl groups could also be selectively defluoroalkylated.

Nature Communications published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Sun, Peng-Wei; Zhang, Ze; Wang, Xinyao; Li, Linshan; Li, Yuxin; Li, Zhengming published the artcile< Cobalt-Catalyzed Intermolecular Hydroamination of Unactivated Alkenes Using NFSI as Nitrogen Source>, Application of C4H8O, the main research area is diphenylsulfonimide preparation chemoselective regioselective; alkene fluorobenzenesulfonimide cobalt hydroamination.

Comprehensive Summary : Cheap metal (Fe, Mn, and Co)-catalyzed hydroamination of alkenes has been an attractive method for synthesis of amines because of biocompatibility of metal, excellent Markovnikov selectivity and chemoselectivity. However, most reports are limited to unsaturated nitrogen sources (nitric oxide, azos, azides, cyano, etc.), for which aminated products are very limited. Notably, while used widely for fluorinating reaction, N-fluorobenzenesulfonimide (NFSI) as amine source for hydroamination has seldom been reported. Here authors developed a cobalt-catalyzed intermol. hydroamination of unactivated alkenes using NFSI as nitrogen source under mild conditions. The reaction exhibits excellent chemo- and regio-selectivity with no hydrofluorination or linear-selectivity products. Notably, the reaction proceeded with excellent yield even though the amount of Co(salen) catalyst was reduced to 0.2 mol%. Recently, a similar work was also reported by Zhang and coworkers (reference 19).

Chinese Journal of Chemistry published new progress about Aryl alkenes 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

Baars, Julian; Grimm, Isabelle; Blunk, Dirk; Neudorfl, Jorg-Martin; Schmalz, Hans-Guenther published the artcile< Enantioselective Total Synthesis and Structural Revision of Dysiherbol A>, Recommanded Product: But-3-en-1-ol, the main research area is dysiherbol A enantiomer enantioselective synthesis addition cyclization cyclopropane opening; cyclization; enantioselectivity; gold catalysis; natural products; rearrangement.

A 12-step total synthesis of the natural product dysiherbol A, a strongly anti-inflammatory and anti-tumor avarane meroterpene isolated from the marine sponge Dysidea sp., was elaborated. As key steps, the synthesis features an enantioselective Cu-catalyzed 1,4-addition/enolate-trapping opening move, an Au-catalyzed double cyclization to build up the tetracyclic core-carbon skeleton, and a late installation of the C5-bridgehead Me group via proton-induced cyclopropane opening associated with spontaneous cyclic ether formation. The obtained pentacyclic compound I (corresponding to an anhydride of the originally suggested structure for dysiherbol A) showed identical spectroscopic data as the natural product, but an opposite mol. rotation. CD-spectroscopic measurements finally confirmed that both the constitution and the absolute configuration of the originally proposed structure of (+)-dysiherbol A need to be revised.

Angewandte Chemie, International Edition published new progress about 1,4-Addition reaction catalysts (stereoselective). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Recommanded Product: But-3-en-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cui, Jianchao; Ke, Sen; Zhao, Jia; Wu, Shufeng; Luo, Wencheng; Xu, Shinuo; Su, Xiaolong; Li, Yi published the artcile< Photocatalytic access to aromatic keto sulfonyl fluorides from vinyl fluorosulfates>, Reference of 627-27-0, the main research area is aromatic keto sulfonyl fluoride preparation; vinyl fluorosulfate preparation rearrangement iridium photocatalyst.

An efficient photocatalytic transformation of vinyl fluorosulfates I [R = H, 5-Br, 6-Me, 7-(phenanthren-1-yl), etc.; X = -CH2-, -O-, -CH(CH3)-], and 1H-inden-3-yl sulfofluoridate, 6-bromo-1H-inden-3-yl sulfofluoridate to aromatic β-keto sulfonyl fluorides II, III (R = H, Br) with 1 mol% of iridium catalyst under the irradiation of 3 W blue LEDs was presented. Preliminary mechanistic studies proposed a direct radical fragmentation and recombination of vinyl fluorosulfates through a free fluorosulfonyl radical (FSO2). This methodol. provides a facile approach to aromatic β-keto sulfonyl fluorides, featuring sustainable conditions and a broad substrate scope (32 examples) with 33%-90% isolated yields.

Organic Chemistry Frontiers published new progress about Cyclic voltammetry. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Reference of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts