Category: 627-27-0

Han, Ming-Liang; Chen, Jun-Jie; Xu, Hui; Huang, Zhi-Cong; Huang, Wei; Liu, Yu-Wen; Wang, Xing; Liu, Min; Guo, Zi-Qiong; Dai, Hui-Xiong published the artcile< Palladium/Norbornene-Catalyzed Decarbonylative Difunctionalization of Thioesters>, Category: alcohols-buliding-blocks, the main research area is aryl thioester nucleophile haloalkane palladium norbornene catalyst decarbonylaive Catellani; alkyl nucleophilic arene preparation.

Herein, a novel decarbonylative Catellani reaction via palladium-catalyzed, norbornene (NBE)-mediated polyfunctionalization of aromatic thioesters, which served as readily available carboxylic acid derivs was reported. A variety of alkenyl, alkyl, aryl and sulfur moieties was conveniently introduced into the ipso-positions of the aromatic thioesters. By combining carboxyl-directed C-H functionalization and the classical Catellani reaction, this protocol allows for the construction of 1,2,3-trisubstituted and 1,2,3,4-tetrasubstituted arenes from simple aromatic acids. Furthermore, the late-stage functionalization of a series of drug mols. highlights the potential utility of the reaction.

JACS Au 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, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Li, Ting; Cheng, Xinpeng; Qian, Pengcheng; Zhang, Liming published the artcile< Gold-catalysed asymmetric net addition of unactivated propargylic C-H bonds to tethered aldehydes>, HPLC of Formula: 627-27-0, the main research area is chiral fused homopropargylic alc preparation enantioselective density functional theory; propargylic aldehyde intramol addition gold bifunctional phosphine ligand catalyst.

The asym. one-step net addition of unactivated propargylic C-H bonds to aldehydes such as 7-(dimethyl(phenyl)silyl)hept-6-ynal, 4-(benzyloxy)-7-(tert-butyldimethylsilyl)hept-6-ynal, 7-(tert-Butyldimethylsilyl)-2-phenylhept-6-ynal, etc. leads to an atom-economic construction of versatile chiral homopropargylic alcs. e.g., I, but has not yet been realized. Here, implementation in an intramol. manner under mild reaction conditions have been showed. This chem.-via cooperative gold catalysis enabled by chiral bifunctional phosphine ligands (1R/1S)-II (R = Me, Cy; R1 = H, Me)-achieves asym. catalytic deprotonation of propargylic C-H (pKa > 30) by a tertiary amine group (pKa ≈ 10) of the ligand in the presence of much more acidic aldehydic α-hydrogens (pKa ≈ 17). The reaction exhibits a broad scope and readily accommodates various functional groups. The cyclopentane/cyclohexane-fused homopropargylic alc. products e.g., III are formed with excellent enantiomeric excesses and high trans-selectivities with or without a preexisting substrate chiral center. D. functional theory studies of the reaction support the conceived reaction mechanism and the calculated energetics corroborate the observed stereoselectivity and confirm addnl. metal-ligand cooperation.

Nature Catalysis published new progress about Alcohols, chiral Role: PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (homopropargylic-). 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

Blackmun, Dominique E.; Chamness, Stephen A.; Schindler, Corinna S. published the artcile< Intramolecular, Visible Light-Mediated Aza Paterno-Buchi Reactions of Unactivated Alkenes>, Recommanded Product: But-3-en-1-ol, the main research area is azetidine preparation Aza Paterno Buchi reaction; unactivated alkene intramol visible light Aza Paterno Buchi reaction.

Azetidines are of particular interest in medicinal chem. for their favorable properties, including increased resistance to oxidative metabolism and lower lipophilicity. The recent development of [2 + 2] reactions has significantly expanded the limited repertoire of methods for azetidine synthesis, but access to more complex architectures still requires further development. Herein, authors report a visible-light enabled intramol. [2 + 2] cycloaddition of unactivated alkenes that proved previously unreactive to access tricyclic azetidines with 3D complex structures and high levels of saturation

Organic Letters published new progress about [2+2] Cycloaddition reaction. 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

Luo, Xin-Long; Ge, Danhua; Yu, Zi-Lun; Chu, Xue-Qiang; Xu, Pei published the artcile< Vitamin B1-catalyzed aerobic oxidative esterification of aromatic aldehydes with alcohols>, SDS of cas: 627-27-0, the main research area is ester aryl preparation green chem; aryl aldehyde alc aerobic oxidative esterification vitamin catalyst.

A straightforward aerobic oxidative esterification of aryl aldehydes RCHO (R = 3-nitrophenyl, 3-fluoro-4-nitrophenyl, 4-iodophenyl, etc.) with alcs. R1OH (R1 = Me, benzyl, pyridin-2-ylmethyl, etc.) has been developed for the synthesis of substituted esters RC(O)OR1 by employing vitamin B1 as a cost-effective, metal-free, and eco-friendly NHC catalyst. Air is used as a green terminal oxidant. The reaction is a useful addition to the existing NHC-catalytic oxidative esterification.

RSC Advances published new progress about Aliphatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Podunavac, Masa; Mailyan, Artur K.; Jackson, Jeffrey J.; Lovy, Alenka; Farias, Paula; Huerta, Hernan; Molgo, Jordi; Cardenas, Cesar; Zakarian, Armen published the artcile< Scalable Total Synthesis, IP3R Inhibitory Activity of Desmethylxestospongin B, and Effect on Mitochondrial Function and Cancer Cell Survival>, Synthetic Route of 627-27-0, the main research area is desmethylxestospongin B preparation anticancer calcium signaling mitochondrial metabolism; IP3R receptor; cancer; metabolism; total synthesis; xestospongins.

The scalable synthesis of the oxaquinolizidine marine natural product desmethylxestospongin B, I, is based on the early application of Ireland-Claisen rearrangement, macrolactamization, and a late-stage installation of the oxaquinolizidine units by lactam reduction The synthesis serves as the source of material to investigate calcium signaling and its effect on mitochondrial metabolism in various cell types, including cancer cells.

Angewandte Chemie, International Edition published new progress about Antitumor agents. 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

Kui, Tony; Chardin, Charline; Rouden, Jacques; Livi, Sebastien; Baudoux, Jerome published the artcile< Sulfonates as Versatile Structural Counterions of Epoxidized Salts>, Reference of 627-27-0, the main research area is epoxidized salt sulfonate versatile structure; epoxidation; ionic liquids; metathesis; monomers; sulfonates.

Ionic liquids have recently emerged as monomers to synthesize multifunctional polymeric materials. Among such species, ionic epoxy-based networks represent promising but underdeveloped materials that are hindered by tricky access to the functionalized ionic liquid monomers. To date, the reported epoxidized imidazolium salts have focused on highly toxic epichlorohydrin. This study concerns flexible and efficient methods to synthesize versatile building blocks with sulfonates as valuable anions. The judicious combination of an aliphatic or aromatic sulfonate with an imidazolium leads to new epoxidized salts with high structural variability and good chem. and thermal stability (>300°C).

ChemSusChem published new progress about Epoxidation. 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

Sader, Jonathan K.; Molder, Bryce A.; Wulff, Jeremy E. published the artcile< A Chan-Evans-Lam approach to trisubstituted vinyl ethers>, Synthetic Route of 627-27-0, the main research area is trisubstituted vinyl ether preparation; vinyl trifluoroborate primary aliphatic alc Chan Evans Lam coupling; dihydroisobenzofuran preparation vinyl ether redox relay Heck reaction.

Trisubstituted vinyl ethers were accessed via Chan-Evans-Lam coupling of vinyl trifluoroborates and primary aliphatic alcs. This approach complements prior methods that required the use of neat liquid alc. coupling partners. A palladium-catalyzed redox-relay Heck reaction was used to convert several vinyl ethers into aldehyde-functionalized 1,3-dihydroisobenzofurans.

Organic & Biomolecular Chemistry published new progress about Aliphatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent) (primary). 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

Gou, Bo-Bo; Yang, Sen; Sun, Huai-Ri; Jian, Qing-Song; Sharif, Atif; Zhou, Ling; Chen, Jie published the artcile< Scandium Triflate Catalyzed Tandem Transfer Hydrogenation and Cyclization Reaction of o-Aminobenzaldehydes and o-Aminoacetophenone with Alcohols>, Formula: C4H8O, the main research area is benzoxazine preparation; aminobenzaldehyde alc tandem hydrogenation cyclization reaction scandium triflate catalyst; alc aminoacetophenone tandem hydrogenation cyclization reaction scandium triflate catalyst.

An effective Sc-catalyzed transfer hydrogenation and cyclization tandem reaction has been achieved. This process showed excellent functional group compatibility and good yields. A variety of benzoxazines I (R = H, Me; R1 = H, Me, Et; R2 = Me, Ph, naphthalen-1-yl, thiophen-2-ylmethyl, etc.; R1R2 = -(CH2)5-; R3 = H, F, Cl, Me, Br; R4 = H, Me; R5 = H, Me, Cl, Br) were produced with primary or secondary alcs. R2(R3)CH2OH as a hydrogen source. Furthermore, the utility of this newly developed protocol is demonstrated through scaled-up experiment, late-stage modification, and preliminary exploration of enantioselective synthesis.

Journal of Organic Chemistry published new progress about Acetophenones Role: RCT (Reactant), RACT (Reactant or Reagent) (o-amino). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Formula: C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Guan, Zhipeng; Zhu, Shuxiang; Wang, Siyuan; Wang, Huamin; Wang, Siyuan; Zhong, Xingxing; Bu, Faxiang; Cong, Hengjiang; Lei, Aiwen published the artcile< Electrochemical Oxidative Carbon-Atom Difunctionalization: Towards Multisubstituted Imino Sulfide Ethers>, Related Products of 627-27-0, the main research area is electrochem oxidative difunctionalization isocyanide imino sulfide ether stereoselective synthesis; electrochemistry; ethers; isocyanides; radicals; synthetic methods.

Ethers (C-O/S) are ubiquitously found in a wide array of functional mols. and natural products. Nonetheless, the synthesis of imino sulfide ethers, containing an N(sp2)=C(sp2)-O/S fragment, still remains a challenge because of its sensitivity to acid. Developed here in is an unprecedented electrochem. oxidative carbon-atom difunctionalization of isocyanides, providing a series of novel multisubstituted imino sulfide ethers. Under metal-free and external oxidant-free conditions, isocyanides react smoothly with simple and readily available mercaptans and alcs. [e.g., 4-fluorobenzenethiol + Et isocyanoacetate + methanol → (Z)-I (80% isolated)]. Importantly, the procedure exhibited high stereoselectivities, excellent functional-group tolerance, and good efficiency on large-scale synthesis, as well as further derivatization of the products.

Angewandte Chemie, International Edition published new progress about Aromatic thiols Role: RCT (Reactant), RACT (Reactant or Reagent). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Related Products of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Maruyama, Kazuya; Kanazawa, Arihiro; Aoshima, Sadahito published the artcile< Alternating Cationic Copolymerization of Vinyl Ethers and Aryl-Substituted Cyclic Acetals: Structural Investigation of Effects of Cyclic Acetals on Copolymerizability>, Name: But-3-en-1-ol, the main research area is alternating cationic copolymerization vinyl ether aryl substituted cyclic acetal.

The effects of the structural difference of cyclic acetals were investigated in the cationic copolymerization with vinyl monomers via the concurrent vinyl-addition and ring-opening mechanisms. A series of alkyl- and aryl-substituted cyclic acetals were successfully copolymerized with 2-chloroethyl vinyl ether (CEVE) under appropriate conditions. In particular, copolymerization of an aryl-substituted 2-(4-methoxyphenyl)-1,3-dioxolane (PMPDOL) with CEVE involved exclusive crossover reactions between PMPDOL and CEVE, resulting in alternating copolymers. Copolymerization of PMPDOL and other vinyl ethers and styrene derivatives also proceeded via the frequent crossover reactions, while the copolymerization of 2-methyl-1,3-dioxolane, a methyl-substituted counterpart of PMPDOL, with vinyl monomers except for CEVE proceeded negligibly. The difference in the substituents of cyclic acetals significantly affected the electronic and steric environments around the carbocation generated in the propagation reaction, which is related to the frequency of the crossover reaction. Acid hydrolysis of alternating copolymers resulted in complete degradation and selective generation of a single compound due to the periodic incorporation of acetal structures in the main chains, which supported the well-defined structure of copolymers. The monomer reactivity ratios were also consistent with the copolymerizability difference between the aryl- and alkyl-substituted cyclic acetals. The structure-polymerizability relationship of cyclic acetals in the copolymerization was discussed based on the reaction mechanism during the propagating reaction.

Macromolecules (Washington, DC, United States) published new progress about Acetals, cyclic Role: PEP (Physical, Engineering or Chemical Process), RCT (Reactant), PROC (Process), 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