Li, Ting’s team published research in Nature Catalysis in 2021-02-28 | 627-27-0

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.

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’s team published research in Organic Letters in 2022-04-29 | 627-27-0

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.

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’s team published research in RSC Advances in 2021 | 627-27-0

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.

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’s team published research in Angewandte Chemie, International Edition in 2021-05-17 | 627-27-0

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.

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’s team published research in ChemSusChem in 2022-07-21 | 627-27-0

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.

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

Zhang, Xin’s team published research in Nature (London, United Kingdom) in 2022-04-14 | 6290-03-5

Nature (London, United Kingdom) published new progress about Condensation reaction catalysts (stereoselective). 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Application of C4H10O2.

Zhang, Xin; Ang, Esther Cai Xia; Yang, Ziqi; Kee, Choon Wee; Tan, Choon-Hong published the artcile< Synthesis of chiral sulfinate esters by asymmetric condensation>, Application of C4H10O2, the main research area is alc sulfinate pentanidium catalyst enantioselective condensation; sulfinate ester preparation.

Here a straightforward access to enantioenriched sulfinate esters via asym. condensation of prochiral sulfinates and alcs. using pentanidium as an organocatalyst was reported. This study successfully coupled a wide range of sulfinates and bioactive alcs. stereoselectively. The initial sulfinates was prepared from existing sulfone and sulfonamide drugs and the resulting sulfinate esters were versatile for transformations to diverse chiral sulfur pharmacophores. Through late-stage diversification 11,12 of celecoxib and other drug derivatives, was demonstrate the viability of this unified approach towards sulfur stereogenic centers.

Nature (London, United Kingdom) published new progress about Condensation reaction catalysts (stereoselective). 6290-03-5 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H10O2, Application of C4H10O2.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Le, Thuy G’s team published research in Journal of Medicinal Chemistry in 2019-04-11 | 29335-36-2

Journal of Medicinal Chemistry published new progress about Anthelmintics. 29335-36-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C3H8N2O, Category: alcohols-buliding-blocks.

Le, Thuy G.; Kundu, Abhijit; Ghoshal, Atanu; Nguyen, Nghi H.; Preston, Sarah; Jiao, Yaqing; Ruan, Banfeng; Xue, Lian; Huang, Fei; Keiser, Jennifer; Hofmann, Andreas; Chang, Bill C. H.; Garcia-Bustos, Jose; Wells, Timothy N. C.; Palmer, Michael J.; Jabbar, Abdul; Gasser, Robin B.; Baell, Jonathan B. published the artcile< Novel 1-Methyl-1H-pyrazole-5-carboxamide Derivatives with Potent Anthelmintic Activity>, Category: alcohols-buliding-blocks, the main research area is anthelmintic resistance phenotypic screen Haemonchus SAR hookworms whipworms.

A phenotypic screen of two different libraries of small mols. against the motility and development of the parasitic nematode Haemonchus contortus led to the identification of two 1-methyl-1H-pyrazole-5-carboxamide derivatives Medicinal chem. optimization targeted modifications of the left-hand side, middle section, and right-hand side of the hybrid structure of these two hits to elucidate the structure-activity relationship (SAR). Initial SAR around these hits allowed for the iterative and directed assembly of a focused set of 30 analogs of their hybrid structure. Compounds 10, 17, 20, and 22 were identified as the most potent compounds, inhibiting the development of the fourth larval (L4) stage of H. contortus at sub-nanomolar potencies while displaying strong selectivity toward the parasite when tested in vitro against the human MCF10A cell line. In addition, compounds 9 and 27 showed promising activity against a panel of other parasitic nematodes, including hookworms and whipworms.

Journal of Medicinal Chemistry published new progress about Anthelmintics. 29335-36-2 belongs to class alcohols-buliding-blocks, and the molecular formula is C3H8N2O, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Sader, Jonathan K’s team published research in Organic & Biomolecular Chemistry in 2021 | 627-27-0

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.

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’s team published research in Journal of Organic Chemistry in 2021-12-17 | 627-27-0

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.

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’s team published research in Angewandte Chemie, International Edition in 2021-01-18 | 627-27-0

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.

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