Synthesis of bioactive evodiamine and rutaecarpine analogues under ball milling conditions DOI
Hao‐Chun Hu, Szu-Yin Yu, Yi‐Hong Tsai

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(13), С. 2620 - 2629

Опубликована: Янв. 1, 2024

Mechanochemical reactions achieved by processes such as milling and grinding are promising alternatives to traditional solution-based chemistry. This approach not only eliminates the need for large amounts of solvents, thereby reducing waste generation, but also finds applications in chemical materials synthesis. The focus this study is on synthesis quinazolinone derivatives ball milling, particular evodiamine rutaecarpine analogues. These compounds interest due their diverse bioactivities, including potential anticancer properties. examines carried out under conditions, emphasizing efficiency terms shorter reaction times reduced environmental impact compared conventional methods. analogues resulted yields 63-78% 22-61%, respectively. In addition, these were tested cytotoxic activity, exhibited an IC

Язык: Английский

Protecting-group-free mechanosynthesis of amides from hydroxycarboxylic acids: application to the synthesis of imatinib DOI Creative Commons
Tatsiana Nikonovich, Tatsiana Jarg, Jevgenija Martõnova

и другие.

RSC Mechanochemistry, Год журнала: 2024, Номер 1(2), С. 189 - 195

Опубликована: Янв. 1, 2024

The mechanochemical protecting-group-free amidation of hydroxycarboxylic acids is presented. transformation applied to the synthesis imatinib via a two-fold C–N bond construction sequence that bypasses chlorinated genotoxic intermediate.

Язык: Английский

Процитировано

5

Nickel-catalyzed cross-coupling aminations via high-throughput mechanochemistry enabled by resonant acoustic mixing DOI Creative Commons
Alice Nanni,

Deshen Kong,

Chen Zhu

и другие.

Green Chemistry, Год журнала: 2024, Номер 26(14), С. 8341 - 8347

Опубликована: Янв. 1, 2024

Resonant Acoustic Mixing (RAM) allows High Throughput Experimentation (HTE) using commercially available 96-well plates as exemplified by the nickel catalyzed C–N cross coupling of aryl halides with different amine and anilines.

Язык: Английский

Процитировано

5

Progress Toward Sustainable Polymer Technologies with Ball-Mill Grinding DOI
Antonio Rizzo, Gregory I. Peterson

Progress in Polymer Science, Год журнала: 2024, Номер unknown, С. 101900 - 101900

Опубликована: Окт. 1, 2024

Язык: Английский

Процитировано

5

Mechanochemical Synthesis of Ketones via Chemoselective Suzuki–Miyaura Cross-Coupling of Acyl Chlorides DOI
Jin Zhang, Pei Zhang, Yangmin Ma

и другие.

Organic Letters, Год журнала: 2022, Номер 24(12), С. 2338 - 2343

Опубликована: Март 17, 2022

The direct synthesis of ketones via acyl Suzuki-Miyaura cross-coupling widely available chlorides is a central transformation in organic synthesis. Herein, we report the first mechanochemical solvent-free method for highly chemoselective from and boronic acids. This acylation reaction conducted solid state, absence potentially harmful solvents, short time shows excellent selectivity C(acyl)-Cl bond cleavage.

Язык: Английский

Процитировано

21

Generation of aryl radicals fromin situactivated homolytic scission: driving radical reactions by ball milling DOI
Xinjie Yang, Hao Wang, Yanhua Zhang

и другие.

Green Chemistry, Год журнала: 2022, Номер 24(11), С. 4557 - 4565

Опубликована: Янв. 1, 2022

The need for an operationally straightforward application of radical chemistry has led researchers to explore practical strategies obtain and trap radicals.

Язык: Английский

Процитировано

21

Multistep Mechanochemical Synthesis of PZ-1190, a Multitarget Antipsychotic Agent DOI Creative Commons
Vittorio Canale, Michał Kamiński, Wojciech Trybała

и другие.

ACS Sustainable Chemistry & Engineering, Год журнала: 2023, Номер 11(45), С. 16156 - 16164

Опубликована: Окт. 27, 2023

A solid-state approach was used to synthesize compound PZ-1190, a multitarget ligand for serotonin and dopamine receptors with potential antipsychotic activity in rodents. Compared the classical batch synthesis approach, developed multistep mechanochemical protocol improved overall yield (from 32% 56%), reduced reaction time 42 4 h), decreased use of toxic reagents organic solvents. All synthesized intermediates PZ-1190 were isolated high purity by extraction without requirement chromatographic purification. obtained enantiomeric (≥99% ee) no impact grinding processes on integrity stereocenter. The described procedures represent rare examples reduction carboxylic function, which might open up possibility obtaining crucial β- γ-amino alcohols sustainable manner. oxidation an aliphatic alcohol into aldehyde using mechanochemistry has also been reported first time. results confirmed suitability as efficient method synthesizing candidates preclinical development.

Язык: Английский

Процитировано

12

Microwave assisted batch and continuous flow Suzuki–Miyaura reactions in GVL using a Pd/PiNe biowaste-derived heterogeneous catalyst DOI Creative Commons
Federica Valentini,

Benedetta Di Erasmo,

Maurizio Ciani

и другие.

Green Chemistry, Год журнала: 2024, Номер 26(8), С. 4871 - 4879

Опубликована: Янв. 1, 2024

Aiming at the development of low-impact synthetic pathways, we herein report simultaneous employment different tools to improve overall sustainability Suzuki–Miyaura (SM) cross-coupling with a circular economy approach.

Язык: Английский

Процитировано

5

o-Halogenation and -Alkoxylation of Phenylglycine Derivatives by Pd-Mediated C-H Functionalization: Scope and Limitations DOI Creative Commons
Eduardo Laga, Sonia Nieto,

Carlos Cativiela

и другие.

Molecules, Год журнала: 2025, Номер 30(2), С. 236 - 236

Опубликована: Янв. 9, 2025

Orthopalladated derivatives from substituted phenylglycines [Pd(μ-Cl)(C6H3R1C(R2)(R3)N(R4)2]2 (1) react with halogenating reagents (PhICl2, Br2, I2) (2) to give the corresponding o-halogenated amino acids C6H3(X)R1C(R2)(R3)N(R4)2 (3). The reaction is general and tolerates a variety of functional groups (R1 R4) at aryl ring, Cα, N atom. On other hand, PhI(OAc)2 in presence alcohols R5OH (4) gives o-alkoxylated C6H3(OR5)R1C(R2)(R3)N(R4)2 (5), also as process. A partial loss enantiomeric excess observed when starting phenylglycine enantiomerically pure, this arising formation bridging azavinylidene (6) imine intermediate species (7), which were characterized by X-ray diffraction methods.

Язык: Английский

Процитировано

0

Applications DOI
Davor Margetić

Elsevier eBooks, Год журнала: 2025, Номер unknown, С. 83 - 177

Опубликована: Янв. 1, 2025

Процитировано

0

Direct Synthesis of Organothianthrenium Salts under Ball Milling Conditions DOI
Pan Gao,

Ya Yang,

Xinting Fan

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер 23(19), С. 4636 - 4640

Опубликована: Янв. 1, 2025

The solvent-free mechanochemical method enables efficient synthesis of diverse organothianthrenium salts via ball-milling technique, eliminating the need for hazardous reactants, inert atmosphere, and complex reaction setups.

Язык: Английский

Процитировано

0