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Design and synthetic utility of new HAT organocatalysts derived from commercially available diamines A series of hydrogen-atom transfer (HAT) organocatalysts were conveniently prepared from commercially available diamine compounds, and their utility in photoinduced HAT catalysis ability was investiga...

🔓Don't miss the #OpenAccess research:

👉Design and synthetic utility of new HAT #organocatalysts derived from commercially available diamines
#OCF_research #organic
Read it for free: doi.org/10.1039/D5QO...

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Synergistic catalytic allenylic alkylation for stereodivergent construction of allenes bearing 1,3-axial and central chirality A highly efficient asymmetric allenylic alkylation for the construction of allenes bearing allenyl axial and central chirality through synergistic Ni/Pd catalysis has been developed. This catalytic pr...

🔥Check out the hot #OCF_research by Liang-Wen Feng, Xiaohua Liu et al.

👉Synergistic catalytic allenylic alkylation for stereodivergent construction of allenes bearing 1,3-axial and central chirality

doi.org/10.1039/D5QO...

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1,2 Wagner–Meerwein shift in aza-Nazarov cyclization: Bi(III)-catalyzed substrate-dependent divergent synthesis of highly substituted pyrroles and indenes The Nazarov reaction and its variants such as aza-Nazarov and iso-Nazarov cyclizations are versatile methods for the synthesis of five-membered ring systems including pyrroles and indenes. The 1,2-Wag...

🔓#OpenAccess research by Rishikesh Narayan et al. from Indian Institute of Technology Goa

👉1,2 Wagner–Meerwein shift in aza-Nazarov cyclization: Bi(iii)-catalyzed substrate-dependent #divergent synthesis of highly substituted #pyrroles and #indenes 🧪
#catalysis #OCF_research
doi.org/10.1039/D5QO...

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Modular access to functionalized azetidines via electrophilic azetidinylation General methods for the rapid and direct incorporation of unconventional ring motifs into core scaffolds are highly sought-after in medicinal chemistry. However, approaches enabling the direct attachm...

#OCF_research by Haijun Zhang et al. from University of Science and Technology of China

👉Modular access to functionalized azetidines via electrophilic azetidinylation

doi.org/10.1039/D5QO...

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Beyond HAT: harnessing TBADT for photocatalyzed Giese-type C(sp3)–C(sp3) bond formation through reductive decarboxylation The decatungstate anion as a tetrabutylammonium salt (TBADT) facilitates a variety of chemical transformations under mild conditions, primarily through hydrogen atom transfer (HAT) and marginally thro...

📢Don't miss the #OpenAccess research by Maurizio Fagnoni et al. at University of Pavia

👉Beyond HAT: harnessing TBADT for photocatalyzed Giese-type C(sp3)–C(sp3) bond formation through reductive #decarboxylation
#Organic #OCF_research
doi.org/10.1039/D5QO...

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Copper-catalyzed aerobic oxidation of aldehydes to carboxylic acids An efficient, practical aerobic oxidation of aldehydes to carboxylic acids using O2 or air as the oxidant has been developed. The reaction was carried out with a catalytic amount each of Cu(NO3)2·3H2O...

📢Recent #OCF_research from our Editor-in-chief, Prof. Shengming Ma's group!

👉Copper-catalyzed aerobic oxidation of aldehydes to carboxylic acids
#Organic
doi.org/10.1039/D5QO...

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Conformational preference of N-difluoromethylated amides: contributions of hydrogen-bonding, steric, and stereoelectronic effects Fluorine, possessing the highest electronegativity among all elements, is frequently introduced to modify the structure and properties of compounds. Among fluorine-containing substituents, the difluor...

👉Conformational preference of N-difluoromethylated amides: contributions of hydrogen-bonding, steric, and stereoelectronic effects🧪

by Ryu Yamasaki et al. from Showa Pharmaceutical University
#OCF_research
doi.org/10.1039/D5QO...

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meta-Selective thiofluoroalkylation of substituted pyridines via Zincke imines Zincke imines enable the regioselective thiofluoroalkylation of substituted pyridines, providing access to thioalkylated pyridines bearing a range of fluorination patterns. Crucial to the success of t...

📢Don't miss this #OCF_research from Omar Boutureira et al.

👉meta-Selective #thiofluoroalkylation of substituted #pyridines via Zincke imines

doi.org/10.1039/D5QO...

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Mechanistic insights into Ni–Al co-catalyzed alkyne carbophosphination enabled by C–P bond activation Nickel–aluminum (Ni–Al) bimetallic catalysis has demonstrated remarkable efficiency in C–P bond activation, yet its underlying mechanism remains elusive. Key questions regarding the synergistic roles…

👉 Be sure to check out the research from Juan Li et al. at Jinan University

📢 Mechanistic insights into Ni–Al co-catalyzed #alkyne carbophosphination enabled by C–P bond activation
#OCF_research #Organic

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Oxetane as a part of modern medicinal chemistry toolbox: the advanced synthesis of 3,3-disubstituted building blocks Despite numerous potential advantages of oxetanes, their restricted synthetic accessibility and propensity to ring-opening hamper their wide application in drug design. In this work, we disclose our…

👉 Don't miss this #research from Dmytro M. Volochnyuk, Serhiy V. Ryabukhin et al.

#Oxetane as a part of modern #medicinal chemistry toolbox: the advanced synthesis of 3,3-disubstituted building blocks 🧪 #OCF_research #organic

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Enantioselective catalytic Urech hydantoin synthesis 5,5-Dicarbon-substituted hydantoins are the key skeletons of numerous drugs, but a general method for the enantioselective de novo synthesis of such scaffolds is elusive. On the other hand, Urech hyda...

🔥Hot #research in Organic Chemistry Frontiers:

👉Enantioselective catalytic Urech hydantoin synthesis
#Organic #OCF_research

doi.org/10.1039/D5QO...

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Palladium-catalyzed chemoselective decarboxylative coupling of alkynyl carboxylic acids with halogenated aryl triflates A palladium-catalyzed chemoselective decarboxylative coupling of alkynyl carboxylic acids with halogenated aryl triflates has been developed for the efficient synthesis of OTf-arylalkyne scaffolds. No...

📢Palladium-catalyzed #chemoselective #decarboxylative coupling of alkynyl carboxylic acids with halogenated aryl triflates

#OpenAccess #research by Chau Ming So et al. from the Hong Kong Polytechnic University
#organic #OCF_research
🧪 doi.org/10.1039/D5QO...

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Monofluoromethylation of acyl chlorides and chloroformates employing fluorobis(phenylsulfonyl)methane. Synthesis of monofluoromethyl ketones via selective zinc-mediated reductive desulfonylation A high yielding protocol for the synthesis of valuable monofluoromethyl ketones (MFMK) utilizing fluorobis(phenylsulfonyl)methane (FBSM) is presented. The protocol allows the incorporation of the biol...

👉 #Research from G. K. Surya Prakash et al. presented a high yielding protocol for the synthesis of valuable monofluoromethyl #ketones (MFMK)
@usc.edu 🧪
#Chemsky #Organic #OCF_research
doi.org/10.1039/D5QO...

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Copper-catalyzed radical transnitrilation of arylborons with dimethylmalononitrile and mechanistic insights Aromatic nitriles hold a prominent position in organic synthesis due to the unique importance of the cyanide moiety and also the diverse transformations of such groups to various functionalities. Trad...

👉Check out the #research by Weilong Xie et al. from Donghua University

#Copper-catalyzed #radical transnitrilation of arylborons with dimethylmalononitrile and mechanistic insights
🧪 #Organic #catalysis #OCF_research
doi.org/10.1039/D5QO...

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[2.2]Paracyclophane-substituted quinolines by skeletal editing strategies The synthesis of 2- and 3-substituted [2.2]paracyclophanyl quinolines using two distinct skeletal editing strategies is described. The first approach relies on indole ring expansion and furnishes 3-ar...

🔓[2.2]Paracyclophane-substituted quinolines by skeletal editing strategies
#OpenAccess research by Stefan Bräse et al.

doi.org/10.1039/D5QO...

🧪 #Chemsky #OCF_research #organic

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Acidic pH-modulated photoswitching of sulfur-bridged seven-membered cyclic azopyridines Azoarene molecular photoswitches with bistability are a family of widely employed structure-tuning units for photopharmacology and smart material construction. Notably, medium-ring azobenzenes, especi...

📢Check out the #research article from Zhipeng Yu's group:
👉Acidic pH-modulated #photoswitching of sulfur-bridged seven-membered cyclic #azopyridines
🧪 #Azoarene #Chemsky #OCF_research

doi.org/10.1039/D5QO...

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Direct Suzuki–Miyaura cross-coupling of C(sp2)–B(dan) bonds: designed in pursuit of usability We developed practical reaction conditions and a procedure for the direct Suzuki–Miyaura cross-coupling (SMCC) of C(sp2)–B(dan) bonds. Below are important notes to successfully execute the direct SMCC...

#Research by Teruhisa Tsuchimoto and colleagues at Meiji University
Direct Suzuki–Miyaura cross-coupling of C(sp2)–B(dan) bonds: designed in pursuit of usability
🧪 #Chemsky #Organic #OCF_research
doi.org/10.1039/D5QO...

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Aromaticity switch of borabenzene: from aromatic when free or weakly aromatic when fused to 2D PAHs to non-aromatic when fused to 3D carboranes Free borabenzene is aromatic, but when fused with 3D aromatic carborane, it loses its aromaticity. A new series of ortho-carborane-fused boracycles has been successfully synthesized through selective ...

👉Recent #OpenAccess research by Zahra Noori and Jordi Poater investigated how the aromaticity of #borabenzene is switched
#Chemsky #Organic #OCF_research

🔓 doi.org/10.1039/D5QO...

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Machine learning-guided protein engineering to improve the catalytic activity of transaminases under neutral pH conditions Biocatalysis provides an eco-friendly and efficient method for the synthesis of fine chemicals, pharmaceuticals, and biofuels. However, the catalytic performance of enzymes is greatly reduced when the...

👇Be sure to check out the #research article by Yu-Fei Ao et al.

Machine learning-guided protein engineering to improve the catalytic activity of transaminases under neutral pH conditions
#Chemsky #Organic #OCF_research
doi.org/10.1039/D5QO...

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Enantioselective C–H amidation of sulfondiimines for the synthesis of 1,2,4-benzothiadiazine-1-imines under cobalt catalysis In comparison to the notable recent progress in the derivatization of sulfoximines via directed C–H activation, the C–H activation/functionalization of sulfondiimines is underdeveloped. Here, we repor...

🔓Be sure to check out the research achieved asymmetric synthesis of benzothiadiazine-1-imine by earth-abundant metal #catalyst and chiral carboxylic acid

by Tatsuhiko Yoshino, Shigeki Matsunaga et al.

#Chemsky #Organic #OCF_research #OpenAccess #catalysis
doi.org/10.1039/D5QO...

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8,14-seco-ent-Kaurane diterpenoids from Isodon glutinosus: enol–enol tautomerism and antitumor activity Glutinosasins A–D (1–4), four novel 8,14-seco-ent-kaurane diterpenoids featuring a β-carbonyl enol moiety, along with glutinosasin E (5), a new ent-kaurane diterpenoid, were isolated from the aerial p...

👇Check out new #research from Kunming Institute of Botany:

📢8,14-seco-ent-Kaurane diterpenoids from Isodon glutinosus: enol–enol tautomerism and antitumor activity

#Chemsky #organic #OCF_research #Lamiaceae #glutinosasins

doi.org/10.1039/D5QO...

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Unveiling stereoselective ladders via photo-oligomerization of a diazaanthracene macrocycle We present an efficient light-driven oligomerization of a flat aromatic tetra-amide macrocycle containing photoresponsive 1,8-diazaanthracenes. Oligomers with molecular weights exceeding 10 kDa were s...

📢Check out the #OpenAccess #research by Bappaditya Gole et al.

👉Unveiling #stereoselective ladders via photo- #oligomerization of a diazaanthracene #macrocycle

#Chemsky #Organic #OCF_research
doi.org/10.1039/D5QO...

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Supramolecular catalysis in the dearomative Michael addition involving nitro-group-activated benzofurans In this manuscript, the application of supramolecular catalysis utilizing the combination of a cinchona-alkaloid-derived squaramide and an acidic co-catalyst in the vinylogous, dearomative Michael add...

👉 #Supramolecular #catalysis in the dearomative Michael addition involving nitro-group-activated benzofurans

📢#Research from Anna Skrzyńska, Łukasz Albrecht et al.

#Chemsky #organic #OCF_research
doi.org/10.1039/D5QO...

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Pseudo-4-component photoredox-catalyzed alkylative amidination/carbamoylation of styrenes with isocyanides and redox-active esters We report a photoredox-catalyzed pseudo-four-component process for the alkylative amidination of styrenes using isocyanides and redox-active esters (RAEs). This redox-neutral radical-polar crossover r...

👉Check out recent hot #research by Maxime R. Vitale et al. from PSL University

🔥Pseudo-4-component #photoredox-catalyzed alkylative amidination/carbamoylation of styrenes with isocyanides and redox-active esters
#Chemsky #Organic #OCF_research
doi.org/10.1039/D5QO...

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Carbazol-3-olate photosensitizers enable photocatalytic hydrodefluorination and Birch-type reduction reactions Despite significant recent advances in the development of organic photosensitizers (PSs), designing a PS with both long-wavelength absorption and high reducing ability remains challenging. In this stu...

📢Research article by Ryosuke Matsubara et al. form Kobe University

👉Carbazol-3-olate #photosensitizers enable #photocatalytic hydrodefluorination and Birch-type reduction reactions

#Chemsky #Organic #OCF_research
doi.org/10.1039/D5QO...

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Pd-catalyzed arylative annulation of alkynyl nitriles with boronic acids to functionalized cyclopenten-3-ones/2-indenones Herein, we describe a novel arylative cyclization of enynyl-nitriles, obtained from Morita–Baylis–Hillman (MBH) acetates of propiolaldehydes, with boronic acids leading to cyclopenten-3-ones. The reac...

👉Pd-catalyzed arylative annulation of alkynyl nitriles with boronic acids to functionalized cyclopenten-3-ones/2-indenones
Read the new #research by Chada Raji Reddy et al. from CSIR-Indian Institute of Chemical Technology
#Chemsky #Organic #OCF_research
doi.org/10.1039/D4QO...

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Investigating the stereo-directing effect of remote participating groups on selectivity in the 2-deoxyglycosylation of galactal Chemical glycosylation is arguably crucial for assembling the structurally defined polysaccharides and glycoconjugates of distinctive biological functions. Predicting and governing the stereochemical ...

👇Check out Sudhir Kashyap's recent #research paper

Investigating the stereo-directing effect of remote participating groups on selectivity in the 2-deoxyglycosylation of galactal

#Chemsky #Organic #OCF_research
doi.org/10.1039/D4QO...

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Synthesis of oxylipids via a boronic ester cycloetherification approach Deprotonated trimethylsilylethanol can be used as a nucleophile in Matteson homologations. This O-protection group is stable under the usual reaction conditions of the Matteson reaction, but after two...

🔓 #OpenAccess research by Markus Tost and Uli Kazmaier from Saarland University

👉Synthesis of oxylipids via a boronic ester cycloetherification approach

#Chemsky #Organic #OCF_research

doi.org/10.1039/D5QO...

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Protodefluorinated Selectfluor® heteroaggregate photoinduces direct C(sp3)–H fluorinations without photocatalyst Herein, we uncover a hitherto hidden role of H-TEDA(BF4)2 – a cheap, stable, recoverable by-product of radical C(sp3)–H fluorinations using Selectfluor®. This forms a photoactive, mixed heteroaggregat...

👉Protodefluorinated Selectfluor® heteroaggregate photoinduces direct C(sp3)–H #fluorinations without photocatalyst

#Research by Joshua P. Barham et al. @uniregensburg.bsky.social
#Chemsky #Organic #OCF_research

doi.org/10.1039/D5QO...

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👉Check out the back cover of Organic Chemistry Frontiers issue 08 showcasing the research from Weiwu Ren et al.

🔊Asymmetric [4 + 3] cycloaddition of hydroxyphenyl indolinones to synthesize novel spirooxindoles
#Chemsky #OCF_Cover #OCF_research
doi.org/10.1039/D5QO...

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