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Reactions

Reactions is an international, peer-reviewed, open access journal on reaction chemistry and engineering published quarterly online by MDPI.

Quartile Ranking JCR - Q3 (Chemistry, Multidisciplinary)

All Articles (267)

C–H Annulation in Azines to Obtain 6,5-Fused-Bicyclic Heteroaromatic Cores for Drug Discovery

  • Maria Carolina Theisen,
  • Isis Apolo Silveira de Borba and
  • Angélica Rocha Joaquim
  • + 1 author

Fused-bicyclic heteroaromatic cores are a common framework in drugs and other biologically active compounds. Those containing azine rings are widely used in drug discovery campaigns. Although these cores are very common, C–H functionalization of their azine moieties remains challenging, especially in annulation reactions. Therefore, this review highlights the progress made over the years in C–H annulation reactions that have produced these essential 6,5-fused bicyclic heteroaromatic cores for drug discovery. For that, the review was divided according to the five-membered rings moiety (pyrrole, pyrazole, imidazole, furan, thiophen, and thiazole) fused to different azines (pyridine, pyrazine, pyridazine, pyrimidine, and triazine). Although some important advances have been made over the years, there remains a need for research in synthetic methodology to expand the use of these heteroaromatic cores in biologically active compounds.

10 December 2025

Examples of bioactive compounds, drugs, and drug candidates containing 6,5-fused bicyclic cores [6,7,8,9,10,11,12,13,14].

Biofuels offer potential to mitigate climate change, increase energy security, and economically support farmers around the world. Licuri (Syagrus coronata) could be an important biofuel feedstock because its kernel (edible seed) has high energy content. This research investigates the optimal reaction conditions to convert fatty acids (FAs) and fatty acid methyl esters (FAMEs) (including licuri biodiesel) to hydrocarbons via deoxygenation in a trickle-bed reactor over granular Pd/C catalysts. Our results indicate that a 20 wt.% palmitic acid (PA) feed is optimum for continuous deoxygenation at 300 °C and 15 bar in 5% H2/He because of decarboxylation inhibition at higher concentrations. Deoxygenation rates are higher for PA than for methyl palmitate (MP) because of the slow initial hydrogenolysis of the methoxy bond over Pd/C. The hydrocarbon product distributions from deoxygenation of licuri biodiesel were fully consistent with FA decarboxylation and decarbonylation. A lab-prepared 5 wt.% Pd/C catalyst with higher metal dispersion provided modestly higher hydrocarbon yields from licuri biodiesel than a commercial 1 wt.% Pd/C catalyst.

13 December 2025

Trivalent Chromium Electroplating Baths—The Inner-Sphere Complex Hypothesis

  • Julio C. Avalos,
  • Axel S. Martínez and
  • Eugenia Aldeco-Pérez
  • + 2 authors

There are 880 studies focused on trivalent chrome baths, and several studies suggest the formation of Cr(III)L(H2O)52+, where L is an additive such as oxalate. The literature suggests that this compound decreases the energy needed in the electrodeposition process. We call this approach the inner-sphere complex hypothesis because these complexes are suggested, such as principal intermediate compounds. There are several disadvantages of this postulate, which are numbered in our study. This hypothesis was tested via Fourier transform infrared spectroscopy performed in attenuated total reflectance (ATR) mode. In addition, the potassium bis(oxalato) diaqua chromate (III) dihydrate ( ) compound was selected as a probe molecule because it contains bridging bonds, which are supposedly the largest number of bonds in the inner-sphere complexes in bath solutions. There is strong evidence of numerous bridging bonds in the solid sample; conversely, in solution, prefers to form terminal bonds (CrO). These results suggest that the concentration of the inner-sphere complex is lower in solution. In solutions containing chromium (III) sulfate and oxalate anions, the concentrations of these complexes are much lower. Although some inner-sphere complexes are formed, their concentration does not seem to be relevant to the electrodeposition process. Otherwise, at high ionic strengths, the formation of ion pairs and hydrogen bonds between and additives is probable. Our research highlights the importance of vibrational spectroscopy in resolving the mechanics of the trivalent chrome electrodeposition process. This is the first study reporting a band of CrO bonds in trivalent chrome baths.

8 December 2025

Azaoxyallyl cations, as novel and versatile three-atom components, have been widely utilized in cycloaddition reactions, with the competition between O- and N-cyclization pathways remaining a key research focus. This study investigates the mechanism and site selectivity of (3+2) cycloaddition between azaoxyallyl cations and 1,2-benzisoxazoles using density functional theory calculations. The results reveal a stepwise (3+2) addition to the C=N double bond, followed by base-assisted N-O bond cleavage and isoxazole ring-opening, leading to oxazoline (via O-cyclization) or imidazolone (via N-cyclization) derivatives. When unsubstituted 1,2-benzisoxazole is used as the substrate, O-cyclization dominates as a kinetically controlled process due to lower activation barriers, while N-cyclization, as a thermodynamically controlled process, is minor. The presence of a methyl group at the C(3) position in 1,2-benzisoxazoles completely blocks N-O bond cleavage, forcing exclusive (3+2) cycloaddition to yield less stable tricyclic products via N-cyclization rather than O-cyclization. These findings align with experimental observations and provide new mechanistic insights into the site selectivity of azaoxyallyl cation cycloadditions.

8 December 2025

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Cycloaddition Reactions at the Beginning of the Third Millennium
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Cycloaddition Reactions at the Beginning of the Third Millennium

Editors: Donatella Giomi, Alberto Brandi, Fabrizio Machetti

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Reactions - ISSN 2624-781X