Deeprose, Mark J’s team published research in Organic Letters in 2022-01-14 | 627-27-0

Organic Letters published new progress about [2+2] Photocycloaddition reaction. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, HPLC of Formula: 627-27-0.

Deeprose, Mark J.; Lowe, Martin; Noble, Adam; Booker-Milburn, Kevin I.; Aggarwal, Varinder K. published the artcile< Sequential Photocatalytic Reactions for the Diastereoselective Synthesis of Cyclobutane Scaffolds>, HPLC of Formula: 627-27-0, the main research area is cyclobutane preparation regioselective diastereoselective photochem; chlorocyclobutane alkene dechlorinative functionalization photoredox catalyst; chloromaleimide alkyne photocycloaddition hydrogenation.

The synthesis of densely functionalized cyclobutanes containing all-carbon quaternary stereocenters in high regio- and diastereoselectivity remains synthetically challenging. Herein, author show that this can be achieved by using a sequential photocatalysis strategy, wherein 3-chloromaleimides undergo triplet sensitized [2 + 2] photocycloadditions with alkynes or alkenes followed by photoredox-catalyzed dechlorinative C-C bond forming reactions to install quaternary stereocenters. This allows the rapid assembly of structurally complex and sterically congested 3-azabicyclo[3.2.0]heptane scaffolds from readily available starting materials.

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

Burns, Michael’s team published research in Organic Process Research & Development in 2021-04-16 | 627-27-0

Organic Process Research & Development published new progress about Biochemical reaction kinetics. 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, Recommanded Product: But-3-en-1-ol.

Burns, Michael; Bi, Wenying; Kim, Hui; Lall, Manjinder S.; Li, Chao; O’Neill, Brian T. published the artcile< Ketoreductase/Transaminase, One-Pot, Multikilogram Biocatalytic Cascade Reaction>, Recommanded Product: But-3-en-1-ol, the main research area is biocatalytic cascade reaction ketoreductase transaminase.

A biocatalytic cascade to produce tert-Bu ((2R,4R)-2-methyltetrahydro-2H-pyran-4-yl)carbamate has been demonstrated at the multikilogram scale. In this reaction, a racemic ketone is resolved by reducing the undesired ketone using a ketone reductase (KRED). The reduction is stereospecific for the 2-position of substrate (2S)-ketone leaving the (2R)-ketone unreacted. After the (2S)-ketone has been depleted, a transaminase is added to catalyze the enantioselective transamination of the ketone, resulting in formation of the (2R, 4R)-amine 6. The product is recovered from the aqueous reaction after Boc protection.

Organic Process Research & Development published new progress about Biochemical reaction kinetics. 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

Wang, Diana J’s team published research in Journal of the American Chemical Society in 2021-12-29 | 627-27-0

Journal of the American Chemical Society 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, Safety of But-3-en-1-ol.

Wang, Diana J.; Targos, Karina; Wickens, Zachary K. published the artcile< Electrochemical Synthesis of Allylic Amines from Terminal Alkenes and Secondary Amines>, Safety of But-3-en-1-ol, the main research area is allylic amine preparation electrochem diastereoselective; secondary amine unactivated alkene coupling.

Allylic amines are valuable synthetic targets en route to diverse biol. active amine products. Current allylic C-H amination strategies remain limited with respect to the viable N-substituents. Herein, authors disclose a new electrochem. process to prepare aliphatic allylic amines by coupling two abundant starting materials: secondary amines and unactivated alkenes. This oxidative transformation proceeds via electrochem. generation of an electrophilic adduct between thianthrene and the alkene substrates. Treatment of these adducts with aliphatic amine nucleophiles and base provides allylic amine products in high yield. This synthetic strategy is also amenable to functionalization of feedstock gaseous alkenes at 1 atm. In the case of 1-butene, high Z-selective crotylation is observed This strategy, however, is not limited to the synthesis of simple building blocks; complex biol. active mols. are suitable as both alkene and amine coupling partners. Preliminary mechanistic studies implicate vinylthianthrenium salts as key reactive intermediates.

Journal of the American Chemical Society 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, Safety of But-3-en-1-ol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Xie, Dong-Tai’s team published research in Angewandte Chemie, International Edition in 2022-07-25 | 627-27-0

Angewandte Chemie, International Edition 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, Reference of 627-27-0.

Xie, Dong-Tai; Chen, Hong-Lei; Wei, Dian; Wei, Bang-Yi; Li, Zheng-Hu; Zhang, Jian-Wu; Yu, Wei; Han, Bing published the artcile< Regioselective Fluoroalkylphosphorylation of Unactivated Alkenes by Radical-Mediated Alkoxyphosphine Rearrangement>, Reference of 627-27-0, the main research area is regioselective fluoroalkyl phosphorylation unactivated alkene radical alkoxyphosphine rearrangement; fluoroiodoalkyl phosphine oxide preparation crystal mol structure; Alkenes; Multicomponent Reactions; Radicals; Reaction Mechanisms; Regioselectivity.

A novel distal radical rearrangement of alkoxyphosphine is developed for the first time and applied to the regioselective radical fluoroalkylphosphorylation of unactivated olefins. By employing a one-pot two-step reaction of (bis)homoallylic alcs., organophosphine chlorides, and fluoroalkyl iodides under CFL (compact fluorescence light) irradiation, a series of fluoroalkylphosphorylated alkyl iodides and alcs. are easily synthesized by regiospecific installing a phosphonyl onto the inner carbon of terminal olefins and further iodination/hydroxylation. Mechanism studies reveal that the migration undergoes a distinctive radical cyclization/β-scission on the lone electron pair of phosphorus, resulting in C-P bond formation and C-O bond cleavage.

Angewandte Chemie, International Edition 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, Reference of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yin, Li-Ming’s team published research in Organic Letters in 2022-02-04 | 627-27-0

Organic Letters 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, Product Details of C4H8O.

Yin, Li-Ming; Sun, Meng-Chan; Si, Xiao-Ju; Yang, Dandan; Song, Mao-Ping; Niu, Jun-Long published the artcile< Nickel-Catalyzed anti-Markovnikov Hydrodifluoroalkylation of Unactivated Alkenes>, Product Details of C4H8O, the main research area is alkene difluoroalkyl bromide nickel catalyst regioselective anti Markovnikov hydrodifluoroalkylation; ethyldifluorooxo phenylamino alkanoate preparation.

An efficient Ni-catalyzed hydrodifluoroalkylation of unactivated alkenes with bromodifluoroacetate by using PhSiH3 as hydride source was developed. The transformation affords aliphatic difluorides with anti-Markovnikov regioselectivity. A wide range of highly remote alkenes, simple alkenes, drug mols., com. available CF2 precursors, and even nonfluorinated substrates are competent in this reaction under mild conditions, demonstrating the practicability of the strategy. Moreover, mechanistic studies indicated that the difluoroalkyl radical might be a key intermediate to this transformation.

Organic Letters 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, Product Details of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yin, Li-Ming’s team published research in Organic Letters in 2022-02-04 | 627-27-0

Organic Letters 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, Product Details of C4H8O.

Yin, Li-Ming; Sun, Meng-Chan; Si, Xiao-Ju; Yang, Dandan; Song, Mao-Ping; Niu, Jun-Long published the artcile< Nickel-Catalyzed anti-Markovnikov Hydrodifluoroalkylation of Unactivated Alkenes>, Product Details of C4H8O, the main research area is alkene difluoroalkyl bromide nickel catalyst regioselective anti Markovnikov hydrodifluoroalkylation; ethyldifluorooxo phenylamino alkanoate preparation.

An efficient Ni-catalyzed hydrodifluoroalkylation of unactivated alkenes with bromodifluoroacetate by using PhSiH3 as hydride source was developed. The transformation affords aliphatic difluorides with anti-Markovnikov regioselectivity. A wide range of highly remote alkenes, simple alkenes, drug mols., com. available CF2 precursors, and even nonfluorinated substrates are competent in this reaction under mild conditions, demonstrating the practicability of the strategy. Moreover, mechanistic studies indicated that the difluoroalkyl radical might be a key intermediate to this transformation.

Organic Letters 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, Product Details of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Zhang, Zhipeng’s team published research in Organic Chemistry Frontiers in 2021 | 627-27-0

Organic Chemistry Frontiers 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, Application of C4H8O.

Zhang, Zhipeng; He, Zhiqin; Xie, Yuxing; He, Tiantong; Fu, Yaofeng; Yu, Yang; Huang, Fei published the artcile< Bronsted acid-catalyzed homogeneous O-H and S-H insertion reactions under metal- and ligand-free conditions>, Application of C4H8O, the main research area is alkoxy acetate preparation; alc diazo compound OH bond insertion Bronsted acid catalyzed; phenylethylidene amino oxy acetate preparation; oximes with diazo compound OH insertion Bronsted acid catalyzed; thio aryl acetate preparation; thiol diazo compound SH insertion Bronsted acid catalyzed.

Under metal- and ligand-free conditions, the economical and accessible CF3SO3H successfully catalyzed homogeneous O-H bond insertion reactions between hydroxyl compounds and diazo compounds to afford alkoxy acetates. Including phenols, alcs., water and oximes, these O-H bond insertion reactions were very general and functional-group tolerant. Here, the O-H bond insertion of oximes (ketoximes and aldoximes) to gave phenylethylidene(amino(oxy)acetates) was reported and their structures were characterized by X-ray crystallog. Moreover, a simple and effective method for S-H insertion reactions of thiols to gave thio(aryl)acetates was also developed, delivering the desired C-S bond products with good to excellent yields. It was worth noting that the efficacy of the developed methodol. could be further shown by the expeditious synthesis of the PPAR agonist MBX-102 acid.

Organic Chemistry Frontiers 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, Application of C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Liu, Tong-Xin’s team published research in Organic Letters in 2022-05-27 | 627-27-0

Organic Letters 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, COA of Formula: C4H8O.

Liu, Tong-Xin; Zhu, Xue; Xia, Shilu; Wang, Xin; Zhang, Pengling; Zhang, Guisheng published the artcile< NHC-Catalyzed Three-Component Hydroalkylation Reactions of [60]Fullerene: An Umpolung Approach to Diverse Monoalkylated Hydrofullerenes>, COA of Formula: C4H8O, the main research area is alkyl fullerene preparation green chem; fullerene reductive alkylation chloroalkyl benzaldehyde unsaturated aldehyde alc thiol.

A novel N-heterocyclic carbene-catalyzed three-component umpolung hydroalkylation of [60]fullerene with 4-(chloromethyl)benzaldehydes/α,β-unsaturated aldehydes and alcs./thiols has been developed for the flexible and efficient preparation of diverse monoalkylated hydrofullerenes. Organic catalysis, broad substrate scope, excellent functional group tolerance, and products with high diversity and complexity levels are attractive features of this protocol.

Organic Letters 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, COA of Formula: C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cruz, Daniel A’s team published research in Organic Letters in 2021-08-06 | 627-27-0

Organic Letters 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, Reference of 627-27-0.

Cruz, Daniel A.; Sinka, Victoria; de Armas, Pedro; Steingruber, Hugo Sebastian; Fernandez, Israel; Martin, Victor S.; Miranda, Pedro O.; Padron, Juan I. published the artcile< Iron(II) and Copper(I) Control the Total Regioselectivity in the Hydrobromination of Alkenes>, Reference of 627-27-0, the main research area is alkyl bromide preparation regioselective; alkene hydrobromination.

A new method that allowed the complete control of the regioselectivity of the hydrobromination reaction of alkenes was described. Herein, a radical procedure with TMSBr and oxygen as common reagents, where the formation of the anti-Markovnikov product occurs in the presence of ppm amounts of the Cu(I) species and the formation of the Markovnikov product occurred in the presence of 30 mol % iron(II) bromide was reported. D. functional theory calculations combined with Fukui’s radical susceptibilities support the obtained results.

Organic Letters 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, Reference of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Johansen, Martin B’s team published research in ACS Sustainable Chemistry & Engineering in 2022-08-29 | 627-27-0

ACS Sustainable Chemistry & Engineering published new progress about Board insulators (Recitcel). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, COA of Formula: C4H8O.

Johansen, Martin B.; Donslund, Bjarke S.; Kristensen, Steffan K.; Lindhardt, Anders T.; Skrydstrup, Troels published the artcile< Tert-Amyl Alcohol-Mediated Deconstruction of Polyurethane for Polyol and Aniline Recovery>, COA of Formula: C4H8O, the main research area is amyl alc deconstruction polyurethane polyol aniline.

Polyurethane (PU) is a highly engineered and crosslinked polymer found in a plethora of materials such as mattresses, shoes, windmills, and insulation of refrigerating appliances and buildings. Because of PU’s inherent stability, chem. recycling is difficult and often affords a secondary feed with different characteristics and properties compared to the original input. In this work, a simple chem. recycling of PU via a solvolysis process using tert-amyl alc. both as the solvent and reagent is demonstrated. The devised methodol. is showcased for the deconstruction of 20 different PU materials with examples of all four cornerstones of PU (rigid solid, rigid foamed, flexible foamed, and flexible solid). The solvolysis affords both polyol and dianiline fractions, constituting monomeric precursors of PU. The methodol. is used for the depolymerization of 50 g flexible PU foam affording a polyol within specification of the original virgin polyol (OH value) and an aniline fraction isolated as the precipitated di-HCl salt with a combined mass recovery of 89 wt%. As the solvolysis process provides access to both the polyol and the aniline precursors of the original isocyanate of PU, the procedure presented in this study could pave the way toward a viable circular economy for PU. A further potential utilization of the method is showcased by valorization of a waste stream from split-phase glycolysis, which is another promising method for recovering polyol from flexible PU foam. Finally, preliminary mechanistic investigations are undertaken to probe the intriguing utility of a hindered tertiary alc. in a solvolysis procedure.

ACS Sustainable Chemistry & Engineering published new progress about Board insulators (Recitcel). 627-27-0 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8O, COA of Formula: C4H8O.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts