Tag: M.W=0-100

Li, Yang; Bao, Jiamin; Zhang, Yu; Peng, Xue; Yu, Weijie; Wang, Tao; Yang, Dengtao; Liu, Qun; Zhang, Qian; Fu, Junkai published the artcile< Three-component aminofluorination of alkenes with electronically rich amino sources>, Category: alcohols-buliding-blocks, the main research area is alkene bromo dialkyl amine silver fluoride regioselective aminofluorination; fluoro alkyl amine preparation.

The first intermol. three-component aminofluorination of alkenes with electronically rich amino sources was developed via an umpolung strategy. In this reaction, electrophilic N-bromodialkylamines were employed as amine electrophiles, whereas multifunctional AgF served as both a nucleophilic fluoride source and a reductive catalyst, for the first time, to initiate a single-electron transfer with N-bromodialkylamines. The addition of hexafluoroisopropanol as a cosolvent was crucial to promote protonated alkylaminyl radical formation and maintain the nucleophilicity of fluoride ion. This protocol exhibited excellent functional-group tolerance toward various aryl and unactivated alkenes, furnishing the corresponding β-fluoroamines with high regioselectivity. Mechanistic investigation revealed an aziridinium intermediate via a radical pathway. The synthetic utility of this transformation was demonstrated by the aminofluorination of several bioactive mols., including an efficient route to a Rizatriptan analog. This finding holds promise for new discoveries in medicinal chem. and the amination reactions.

Chem 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

Liu, Yong; Xing, Shuya; Zhang, Jing; Liu, Wen; Xu, Yuenian; Zhang, Yan; Yang, Kefang; Yang, Lei; Jiang, Kezhi; Shao, Xinxin published the artcile< Construction of diverse C-S/C-Se bonds via nickel catalyzed reductive coupling employing thiosulfonates and a selenosulfonate under mild conditions>, Safety of But-3-en-1-ol, the main research area is organic iodide thiosulfonate nickel catalyst chemoselective reductive coupling; thioether preparation; selenosulfonate organic iodide nickel catalyst chemoselective reductive coupling; selenoether preparation.

A nickel-catalyzed reductive cross coupling between organic iodides and thiosulfonates and a selenosulfonate under mild conditions was disclosed. This practical method provides a facile access to a series of unsym. thioethers with low catalyst loading, good functional group tolerance, and excellent chemo-selectivity. Notably, the synthetic applications of the approach feature scaling-up of reactions, late-stage modification of pharmaceuticals, and preparation of various useful targeted compounds, including sulfoximine, bipyridine, and vortioxetine. Primary mechanistic studies showed that a radical pathway was involved. Moreover, diverse C-S/C-Se bond formations were achieved under mild reaction conditions.

Organic Chemistry Frontiers published new progress about Chemoselectivity. 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

Potrzasaj, Aleksandra; Ociepa, Michal; Chaladaj, Wojciech; Gryko, Dorota published the artcile< Bioinspired Co-Catalysis Enables Generation of Nucleophilic Radicals from Oxetanes>, Computed Properties of 627-27-0, the main research area is oxetane radical ring opening regioselective cobalt catalyst.

Oxetanes are valuable building blocks due to their well-explored propensity to underwent ring-opening reactions with nucleophiles. However, their application as precursors of radical species is still elusive. Herein, authors present a bioinspired cobalt catalysis-based strategy to access unprecedented modes of radical reactivity via oxetane ring opening. This powerful approach give access to nucleophilic radicals that engage in reactions with SOMOphiles and low-valent transition metals. Importantly, the regioselectivity of these processes complements known methodologies.

Organic 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, Computed Properties of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hu, Qiang; Yu, Wan-Lei; Luo, Yong-Chun; Hu, Xiu-Qin; Xu, Peng-Fei published the artcile< A Photosensitizer-Free Radical Cascade for Synthesizing CF3-Containing Polycyclic Quinazolinones with Visible Light>, Product Details of C4H8O, the main research area is trifluoroethyl pyrroloquinazolinone preparation; alkenyl cyanobenzamide trifluoroacetic anhydride tandem photocyclization; trifluoromethyl spiro cycloalkane pyrroloquinazolinone preparation; cycloalkenyl cyanobenzamide trifluoroacetic anhydride tandem photocyclization.

An efficient photoinduced radical tandem trifluoromethylation/cyclization reaction of N-cyanamide alkenes for the synthesis of functionalized quinazolinones was reported. Importantly, the reaction was carried out under mild conditions without any addnl. photosensitizer, metal or extra additives. A series of trifluoromethyl quinazolinones were prepared efficiently with good yields and excellent functional group tolerance. Preliminary mechanism experiments were conducted to indicate that the transformation proceeded via a possible mechanism involving photoexcited EDA complex and chain propagation.

Journal of Organic Chemistry 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

Walko, Martin; Hewitt, Eric; Radford, Sheena E.; Wilson, Andrew J. published the artcile< Design and synthesis of cysteine-specific labels for photo-crosslinking studies>, Electric Literature of 25055-82-7, the main research area is diazirine photocrosslinking reagent crosslinking mass spectrometry.

Chem. crosslinking mass-spectrometry (XL-MS) represents a powerful methodol. to map ligand/biomacromol. interactions, particularly where conventional methods such as X-ray crystallog., NMR (NMR) spectroscopy or cryo-electron microscopy (EM) are not feasible. In this manuscript, we describe the design and synthesis of two new photo-crosslinking reagents that can be used to specifically label free thiols through either maleimido or methanethiosulfonate groups and facilitate PXL-MS workflows. Both crosslinkers are based on light sensitive diazirines – precursors of highly reactive carbenes which offer addnl. advantages over alternative crosslinking groups such as benzophenones and aryl nitrenes given the controlled rapid and more indiscriminate reactivity.

RSC Advances published new progress about Biomacromolecular compounds Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 25055-82-7 belongs to class alcohols-buliding-blocks, and the molecular formula is C4H8N2O, Electric Literature of 25055-82-7.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Xu, Qi; Zhou, Xiaoxuan; Zhang, Si; Pan, Ling; Liu, Qun; Li, Yifei published the artcile< Visible-Light-Induced Sulfur-Alkenylation of Alkenes>, Application In Synthesis of 627-27-0, the main research area is dialkyl butenedithiol preparation diastereoselective regioselective; alkene ketene dithioacetal sulfur alkenylation trimethylphenylacridinium perchlorate photoredox catalyst.

A visible-light-induced intermol. sulfur-alkenylation of alkenes RCH=CR1R2 (R = H, Me, ethyl; R1 = H, Me, ethyl; R2 = Et, Ph, 2-naphthyl, acetyloxy, etc.; R1R2 = -(CH2)4-, -(CH2)5-; RR2 = -(CH2)3-, -(CH2)4-, -(CH2)2CH=CH-, etc.), 6,6-dimethyl-2-methylene-bicyclo[3.1.1]heptane including both activated and unactivated alkenes, mols. even induced by sunlight under ambient conditions is described. This sulfur-alkenylation reaction proceed in a highly regio- and stereospecific manner involving the visible-light-induced conversion of a ketene dithioacetal to the thiavinyl 1,3-dipole intermediate, followed by a formal [3+2] cycloaddition and C-S bond cleavage. Furthermore, it is also an efficient approach for the late-stage functionalization of natural products and complex mols., even being induced by sunlight under ambient conditions.

Organic Letters published new progress about [3+2] Cycloaddition reaction catalysts (stereo-, regioselective). 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

Huang, Qi-Ping; Jia, Jia; Li, Wei-Piao; Wang, An-Jun; Zhao, Liang published the artcile< Atom transfer radical additions (ATRAs) promoted by catalytic amounts of amines: the effective iododifluoroalkylation of alkenes/alkynes>, Safety of But-3-en-1-ol, the main research area is alkene alkyne iodination difluoroalkylation regioselective dimethylpiperazine catalyst.

Recently, fluoroalkylation reactions initiated via noncovalent interaction (halogen bond or EDA complexes) have become an attractive method to access fluoro-containing compounds, and most of those reactions were promoted by visible light and stoichiometric electron-donor compounds Here, a novel atom transfer radical addition (ATRA) reaction promoted by catalytic amount of 1,4-dimethylpiperazine on heating has been developed. This protocol enables a simple and practical alternative for the effective iododifluoroalkylation of alkenes or alkynes, which features synthetic simplicity, wide substrate scope and feasibility of product transformations.

Synthetic Communications published new progress about Alkynes, aryl 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

Fischer, Oliver; Heinrich, Markus R. published the artcile< 2-Fluoro-5-nitrophenyldiazonium: A Novel Sanger-Type Reagent for the Versatile Functionalization of Alcohols>, Category: alcohols-buliding-blocks, the main research area is aryl alkoxy nitrobenzenediazonium tetrafluoroborate preparation; alc fluoro nitrophenyldiazonium tetrafluoroborate nucleophilic aromatic substitution; C−C bond formation; C−H activation; Sanger reagent; diazonium; nucleophilic aromatic substitution.

As a novel Sanger-type reagent, 2-fluoro-5-nitrophenyldiazonium tetrafluoroborate enabled the versatile functionalization of primary aliphatic alcs. e.g., β-citronellol and secondary aliphatic alcs. e.g., trans-1,2-cyclohexandiol. Based on a mild nucleophilic aromatic substitution of the fluorine atom under unprecedented, base-free conditions, the diazonium unit on the aromatic core of the resulting aryl-alkyl ether e.g., I could be employed for such diverse transformations as radical C-H activation and cyclization, as well as palladium catalyzed cross-coupling reactions.

Chemistry – A European Journal 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, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Willems, Suzanne; Toupalas, Georgios; Reisenbauer, Julia C.; Morandi, Bill published the artcile< A site-selective and stereospecific cascade Suzuki-Miyaura annulation of alkyl 1,2-bisboronic esters and 2,2'-dihalo 1,1'-biaryls>, Computed Properties of 627-27-0, the main research area is dihydrophenanthrene preparation regioselective; bisboronic ester biaryl Suzuki Miyaura annulation cascade palladium catalyst.

A cascade Suzuki-Miyaura cross-coupling gave rise to 9,10-dihydrophenanthrenes I [R1 = n-Pr, n-hexyl, (CH2)2Ph, etc.; R2 = H, 3-Me, 2-F, etc.; R3 = H, 6-Me, 7-F, etc.] was developed. Using biaryls with unsym. substitution-pattern full site-selectivity was observed Furthermore, this cross-coupling of an alkyl 1,2-bisboronic pinacol ester proceeded through the challenging coupling of a secondary boronate with complete stereoretention.

Chemical Communications (Cambridge, United Kingdom) published new progress about Biaryls 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, Computed Properties of 627-27-0.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yao, Zhengdong; Feng, Huangdi; Xi, Hui; Xi, Chuanjun; Liu, Weiping published the artcile< CF3SO3H-enabled cascade ring-opening/dearomatization of indole derivatives to polycyclic heterocycles>, Category: alcohols-buliding-blocks, the main research area is fused polycyclic indoline amine preparation; indole trifluoromethanesulfonic acid cascade ring opening dearomatization.

A novel dearomatization process to produce fused polycyclic indolines via a CF3SO3H-mediated cascade ring-opening of a β-lactam and hydroaminative cyclization is demonstrated. It provides a new strategy for the synthesis of important polycyclic indoline-2-amine derivatives in moderate to excellent yields, as well as with good functional group tolerance. Moreover, transformation of the product was performed to deliver the corresponding acid, alc. and amide smoothly.

Organic & Biomolecular Chemistry 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, Category: alcohols-buliding-blocks.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts