Article
Chemistry, Organic
Nicholas R. Lauta, Ryan E. Williams, David T. Smith, Vlad K. Kumirov, Jon T. Njardarson
Summary: A new intramolecular oxidative amino-hydroxylation of o-allenyl anilines is reported, where lead(IV) carboxylates are used to achieve tandem C-N and C-O bond formation at room temperature. Mechanistic and kinetic studies suggest a process involving Wessely dearomatization, cyclization, and rearomatization.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Ying Lin, Dongyang Li, Jingjing Zhang, Zhi Tang, Long Liu, Tianzeng Huang, Chunya Li, Tieqiao Chen
Summary: The protocol efficiently synthesizes N-aryl-substituted azacycles using aryl amines and cyclic ethers with I-2/NaH2PO2, yielding products with good functional group tolerance. The reaction can be easily scaled up to produce gram-scale amounts and further chemical modifications of the products enable useful transformations of the quinoline ring, including bromination and acetylation.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Abdolali Alizadeh, Akram Bagherinejad, Jasmine Kayanian, Robert Vianello
Summary: A piperidine-catalyzed reaction between 3-formylchromone, 1,3-dimethyl barbituric acid, and ylidenemalononitriles is developed to produce chromonyl diene products in good yields. The computational analysis confirms the role of barbiturate in determining the final product type.
Article
Chemistry, Multidisciplinary
Abhijit Nayak, Manas Bandyopadhyay, Deepak Chopra, Mrinal K. Bera
Summary: A new class of compounds, 3,6-diaryl-2,3,3a,4-tetrahydropentalene-1,5-dione, have been synthesized via Pauson-Khand carbonylative cyclization and may be further developed into triquinane natural product-like molecules.
Article
Chemistry, Multidisciplinary
Tao He, Guoqiang Wang, Peng-Wei Long, Sebastian Kemper, Elisabeth Irran, Hendrik F. T. Klare, Martin Oestreich
Summary: A trityl-cation-initiated annulation of benzyl-substituted vinylcyclopropanes with hydrosilanes has been reported, leading to the formation of new Si-C(sp(3)) and C(sp(2))-C(sp(3)) bonds through intramolecular reactions. The reaction mechanism proposed based on computations is in agreement with experimental observations, resulting in the formation of unprecedented silicon-containing fused ring systems. Another tricycle with a 6/6/6 ring fusion structure was obtained from a phenethyl-substituted VCP derivative through a related but different reaction pathway.
Article
Chemistry, Organic
Kana Sakamoto, Takahiro Nishimura
Summary: This study describes a highly enantioselective intramolecular hydroarylation reaction using C-H activation, catalyzed by an iridium catalyst and a chiral bisphosphine ligand. The carbonyl group of ketones serves as an effective directing group, allowing for efficient synthesis of chiral 3-substituted dihydrobenzofurans in high yields and enantioselectivity from readily available starting materials. The reaction showcases the potential for developing a more efficient and selective variant of the reaction.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Organic
Nikita Chakraborty, Anjali Dahiya, Amitava Rakshit, Anju Modi, Bhisma K. Patel
Summary: A Pd(II)/Cu(II) catalyzed domino synthesis of tricyanovinylindoles has been achieved using DMSO as a one-carbon synthon. The reaction involves the construction of 2-aryl-3-formyl indole, sequential addition of malononitrile and a CN to form multiple bonds, and post-synthetic modification resulting in the formation of 4-cyano-3-indolylmaleimides. Photophysical studies of selected compounds show emission in the visible range.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Mikhail Yu. Moskalik, Ivan A. Garagan, Anton S. Ganin, Vera V. Astakhova, Irina V. Sterkhova, Bagrat A. Shainyan
Summary: The sulfonamidation reactions of different substrates with various reagents and oxidants were found to lead to different reaction pathways, including halosulfonamidation, heterocyclization, halogenation, solvent interception, and desilylation.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Yun Kang, Jin-Liang Lu, Zhi Zhang, Ying-Kang Liang, Ai-Jun Ma, Jin-Bao Peng
Summary: A palladium-catalyzed intramolecular Heck/aminocarbonylation of alkene-tethered iodobenzenes with nitro compounds has been developed for the synthesis of carbamoyl-substituted benzoheterocycles. This procedure utilizes Mo(CO)(6) as a solid CO source, eliminating the need for external reductants or additives. Nitroarenes and nitroalkanes are both well tolerated, resulting in moderate to high yields of carbamoyl-substituted dihydrobenzofurans and indolines.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Chanhyun Jung, Siyuan Li, Kwanghee Lee, Mayavan Viji, Heesoon Lee, Soonsil Hyun, Kiho Lee, Young Kee Kang, Chhabi Lal Chaudhary, Jae-Kyung Jung
Summary: In this study, solvent-directed intramolecular hydrofunctionalization of readily available o-alkynoylphenols was successfully achieved under reagent-free conditions. The strategy is remarkable for its regioselectivity, atom economy, and efficiency in terms of atom, carbon, and reaction mass.
Article
Chemistry, Physical
Rohit Kumar, Ankit Kumar Srivastava, Palaniyappan Nagarasu, Vedichi Madhu, Ekambaram Balaraman
Summary: We designed and synthesized a NN-CoII bidentate complex and used it for the amination of alcohols under mild and solventless conditions. The complex exhibited good reactivity towards both primary and sterically hindered secondary alcohols, providing high yields of amines. The pyrazole moiety in the ligand played a crucial role in the reaction. Furthermore, we demonstrated the reusability of the complex as a homogeneous cobalt catalyst.
CATALYSIS SCIENCE & TECHNOLOGY
(2024)
Article
Biochemistry & Molecular Biology
Yueming Long, Zijun Xia, Allison M. Rice, S. Bruce King
Summary: Nitroxyl has a unique biological profile compared to nitric oxide and hydrogen sulfide. This study describes the preparation and evaluation of a new library of redox-triggered nitroxyl sources. The results support the proposed mechanism of nitroxyl formation and suggest that these compounds hold promise as tools for understanding nitroxyl's role in redox biology.
Article
Chemistry, Multidisciplinary
Jadab Majhi, Albert Granados, Bianca Matsuo, Vittorio Ciccone, Roshan K. Dhungana, Mohammed Sharique, Gary A. Molander
Summary: The synthetic application of (hetero)aryl radicals has been limited due to ineffective generation protocols. This study presents a visible-light-induced transition metal-free method for generating (hetero)aryl radicals from readily available (hetero)aryl halides. The generated radicals are used for the synthesis of 3,3'-disubstituted oxindoles, which can be easily converted to various intermediates applicable to target-directed synthesis.
Article
Chemistry, Multidisciplinary
Rangu Prasad, Suresh Kanikarapu, Shubham Dutta, Srinivas Vangara, Akhila K. Sahoo
Summary: A straightforward and sustainable method for the 1,2-addition of propiolic acids to ynamide has been developed, leading to the synthesis of bench-stable sp(2) (E)-enol-enamides. The reaction exhibits high chemo-, regio-, and stereoselectivity and does not require metal catalysts and solvent, making it suitable for functionalization reactions.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Biochemical Research Methods
Pouya Karimi, Mahmood Sanchooli, Motahareh Kiyanee-Ghaleno
Summary: Resonance-assisted hydrogen bond (RAHB) theory was investigated in substituted pyrimidines containing O-H...Y unit (Y = O and S). Different substituents on the pyrimidine ring affect the strength of intramolecular hydrogen bond interactions. Various methods were used to estimate IHB energies, with results showing better correlations with hydrogen bonding descriptors when using MEM and Iogansen's relationship. Utilizing properties of ring critical points can provide more accurate estimations of IHB energies in heterocyclic molecular systems.
JOURNAL OF MOLECULAR GRAPHICS & MODELLING
(2021)
