Article
Multidisciplinary Sciences
Jiaxi Xu, Xin Wang, Nikos Hadjichristidis
Summary: The study demonstrates that the one-pot ring-opening terpolymerization using tert-butylimino-tris(dimethylamino)phosphorene as a catalyst can produce perfectly alternating diblock terpolymers with highly controllable molecular weights and narrow molecular weight distributions.
NATURE COMMUNICATIONS
(2021)
Article
Chemistry, Physical
Thomas M. Horsley Downie, Mary F. Mahon, John P. Lowe, Rowan M. Bailey, David J. Liptrot
Summary: The reaction of phosphorus(III) esters with pinacolborane using an NHC-copper(I) catalyst allows for the quick generation of various phosphines, which can be further used in the synthesis of different phosphorus-containing compounds. This telescoped approach provides access to a range of P-H bonded species with high conversions, enabling the synthesis of diverse phosphorus-based molecules without the need to handle toxic compounds.
Article
Chemistry, Organic
Swamy Peraka, Badaraita Gorachand, Akram Hussain, Revoju Sravanthi, Dhevalapally B. Ramachary
Summary: Structurally complex cedrane scaffolds were synthesized in high yields and selectivities using a sequential one-pot method. This green synthesis approach demonstrates the unique combination of coupling and annulation routes, with the highlight on organocatalytic ring isomerization.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Louis G. Mueller Jr, Taylor M. Keller, Fraser F. Fleming
Summary: Substituted oxazoles and imidazoles can be synthesized in one pot using the isocyanide building block Asmic, an alkyl halide, and an acid chloride or nitrile. The modular assembly involves sequential deprotonation-alkylation and deprotonation-acylation or imination of Asmic, followed by a unique carbon-sulfur bond cleavage to construct the azole. This strategy is robust, highly efficient, and allows for the formation of C4-C5 disubstituted oxazoles or imidazoles in a single operation.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Lucas A. Zeoly, Lais V. Acconcia, Manoel T. Rodrigues Jr, Hugo Santos, Rodrigo A. Cormanich, Juan C. Paniagua, Albert Moyano, Fernando Coelho
Summary: This article describes a one-pot approach for the synthesis of tricyclic indolizines using a bicyclic imidazole-alcohol catalyst. The method is based on an aqueous Morita-Baylis-Hillman reaction, followed by intramolecular cyclization and dehydration, resulting in the formation of two new bonds (C-C and C-N) in simple conditions. The cyclization efficiency depends on the size of the cycloalkenone ring.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Review
Chemistry, Applied
Lukas Biesen, Thomas J. J. Mueller
Summary: Quinoxalines are nitrogen-containing bicyclic heterocycles with diverse biological activities and luminescence properties. Their syntheses involve a range of multicomponent methods, such as Ugi-reactions, leading to the development of novel reactions and sequences. Diversity-oriented synthesis and transition metal catalyzed multicomponent reactions offer efficient pathways to quinoxalines and quinoxaline-containing moieties.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Kyeong Seop Kim, Dae Young Kim
Summary: Chiral 3,4-dihydrocoumarin derivatives were synthesized in moderate to high yields with excellent enantioselectivity (up to 96% ee) via a one-pot cascade reaction using a binaphthyl-modified squaramide bifunctional organocatalyst. The reaction involved C-H oxidation and cyclization of 2-benzyl phenols and oxazolones under mild conditions.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Physical
Abdelmalik Brik, Mustapha El Kadiri, Taha El Assimi, Paolo Dambruoso, Redouane Beniazza, Geraldine Gouhier, Abdelkrim El Kadib, Mohammed Lahcini
Summary: A novel solid catalyst CS@PIL@Bi based on chitosan grafted with phosphonium ionic liquid (CS@PIL) supporting bismuth (Bi) was synthesized via a two-step process. The resulting catalyst showed remarkable efficiency and recyclability in the one-step Pietro Biginelli condensation reaction.
MOLECULAR CATALYSIS
(2023)
Article
Chemistry, Organic
Konstantin F. Suzdalev, Julia V. Vyalyh, Valery V. Tkachev, Ekaterina A. Lysenko, Oleg N. Burov, Anton Lisovin, Mikhail E. Kletskii, Sergey Kurbatov
Summary: A new method for the annulation of a thiopyrane ring to an indole core under mild conditions has been developed. The reaction mechanism involves a stepwise addition through ion-pair formation, with the essential role of the Li atom at all stages of the process being revealed by AIM calculations.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Fanping Huang, Zhewei Yan, Xuejuan Zheng, Yapeng Cai, Hong Zhang, Haiping Xia
Summary: A one-pot reaction has been successfully used to synthesize a five-membered ring with a metal vinylidene structure. The strain and stability of the cyclic metal vinylidene complexes have been analyzed experimentally and computationally. The metal vinylidene unit is unreactive to nucleophiles and electrophiles but reacts at the nearby carbonyl group.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Tong-Tong Liu, Yun-Shu Cui
Summary: This study reports on the synthesis of a new class of bis-diazidoboranes and their cycloaddition reaction with isonitriles. Complex boron-doped fused heterocycles were constructed in a one-pot process, providing a new strategy for the construction of boron-doped heterocyclic systems.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Physical
Janne M. Naapuri, Gustav A. Aberg, Jose M. Palomo, Jan Deska
Summary: The one-pot combination of halogenation biocatalysis and Suzuki-type cross coupling enables the direct arylative cyclization of allenic alcohols with boronic acids. A novel heterogeneous nanobiohybrid was developed, consisting of an oxidase matrix hosting small spherical palladium nanoparticles, exhibiting catalytic competence for both the biocyclization as well as the C-C bond-forming cross coupling, underlining the potential of this new techniques for streamlining chemoenzymatic approaches.
Article
Chemistry, Organic
Lingyu Zhang, Songlin Zhang
Summary: An efficient method for the synthesis of 1,4-benzothiazinone-3-one derivatives via a potassium carbonate and copper-mediated C-S and C-N Ullmann coupling reaction between 2-bromothiophenol and 2-haloacetanilide is reported. This approach eliminates the need for noble metals and expensive ligands, making it a simple and cost-effective strategy.
TETRAHEDRON LETTERS
(2023)
Article
Chemistry, Organic
Gabriele Lupidi, Benedetta Bassetti, Roberto Ballini, Marino Petrini, Alessandro Palmieri
Summary: A new one-pot synthesis of polysubstituted carbazoles starting from beta-nitro-beta,gamma-unsaturated-ketones and indoles was reported. The process involved a Friedel-Crafts reaction of indoles to nitroolefins supported by 2,2,2-trifluoroethanol (TFE) followed by an acidic-promoted and microwave-assisted intramolecular cyclization, resulting in products with satisfactory to good overall yields (55-78%).
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Tibor Penaska, Viktoria Modrocka, Klara Stankovianska, Maria Meciarova, Erik Rakovsky, Radovan Sebesta
Summary: This study achieves enantioselective and diastereoselective synthesis of densely substituted chiral pyran derivatives by using amino-thiourea or quinine organocatalyst under ball-milling conditions. Liquid-assisted grinding proves to be a highly efficient means of obtaining pyrans in high yield, with high enantiomeric purities and short reaction times.