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Journal articles on the topic 'Acyloyl'

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Published: 5 June 2025

Last updated: 15 July 2025

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1

Ram, A. Lal, Kumar Arvind, and L. Pal Mohar. "Monometallic and heterobimetallic complexes involving dioxouranium(VI) and dioxouranium(VI)-zinc(II) with disalicylaldehyde-acyloyl- and -phthaloyldihydrazones." Journal of Indian Chemical Society Vol. 76, Feb 1999 (1999): 70–74. https://doi.org/10.5281/zenodo.5852064.

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Department of Chemistry, Tripura University, Agartala-799 004, India <em>Manuscript received 16 March 1998, accepted 18 July 1998</em> The complexes of the compositions [UO<sub>2</sub>(H<sub>3</sub>salligh) (OAc)].3H<sub>2</sub>O and (UO<sub>2</sub>zn(salligh)(H<sub>2</sub>O)<sub>2</sub>].2H<sub>2</sub>O, where H4salligh refers to disalicylaldehyde-oxaloyldihydrazone (H<sub>4</sub>saloxlh), -malonoyldihydrazone (H<sub>4</sub>salmlh), -succinoyldihydrazone (H<sub>4</sub>salsuch), -glutaroyldihydrazone (H<sub>4</sub>salgluth), and -phthaloyldihydrazone (H<sub>4</sub>salphth) have been synthesized. The complexes have been characterized by molar conductance and spectral data.

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2

Lal, Ram A., Alaknanda Nath Siva, Ram K. Thapa, Mahesh K. Sing та Shakta S. Bhattacharjee. "μ-Disalicylaldehyde Acyloyl- and Phthaloyldihydrazonato— μ-Oxalatobis(Dioxouranium(VI)) Complexes: Synthesis and Spectral Characterization". Synthesis and Reactivity in Inorganic and Metal-Organic Chemistry 25, № 3 (1995): 357–70. http://dx.doi.org/10.1080/15533179508218226.

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3

Anaya de Parrodi, Cecilia, Angel Clara-Sosa, Lydia Pérez, et al. "Highly diastereoselective alkylation, acylation and aldol condensation of cis- and trans-(N-acyloyl)hexahydrobenzoxazolidin-2-ones." Tetrahedron: Asymmetry 12, no. 1 (2001): 69–79. http://dx.doi.org/10.1016/s0957-4166(00)00492-4.

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4

Anaya de Parrodi, Cecilia, Angel Clara-Sosa, Lydia Pérez, et al. "Corrigendum to “Highly diastereoselective alkylation, acylation and aldol condensation of cis- and trans-(N-acyloyl)hexahydrobenzoxazolidin-2-ones”." Tetrahedron: Asymmetry 12, no. 8 (2001): 1249. http://dx.doi.org/10.1016/s0957-4166(01)00205-1.

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5

Dong, Yan-ming, Wei Mao, Hui-wu Wang, et al. "Electron microscopic studies on planar texture and disclination of cholesteric mesophases in acyloyl chitosan/acrylic acid composite films." Carbohydrate Polymers 65, no. 1 (2006): 42–48. http://dx.doi.org/10.1016/j.carbpol.2005.12.007.

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6

Bryan, Vernal J., та Tak-Hang Chan. "Organometallic-type reactions in aqueous media mediated by indium. Allylation of acyloyl-imidazoles and pyrazoles. Regioselective synthesis of β,γ-unsaturated ketones". Tetrahedron Letters 38, № 37 (1997): 6493–96. http://dx.doi.org/10.1016/s0040-4039(97)01512-8.

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7

BRYAN, V. J., та T. H. CHAN. "ChemInform Abstract: Organometallic-Type Reactions in Aqueous Media Mediated by Indium. Allylation of Acyloyl-imidazoles and Pyrazoles. Regioselective Synthesis of β,γ-Unsaturated Ketones." ChemInform 28, № 49 (2010): no. http://dx.doi.org/10.1002/chin.199749075.

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8

Mori, Akira, Katsuyuki Uno, Hitoshi Takeshita, Yasuo Kakihara, and Seiji Ujiie. "Mesomorphic properties of 2-acyloxy5-(4-alkoxyphenylazo)tropones, 2-acyloxy-5-(4-alkylphenylazo)tropones, and 2-acyloxy-5-(4-alkoxycarbonylphenylazo)tropones." Liquid Crystals 29, no. 12 (2002): 1539–45. http://dx.doi.org/10.1080/0267829021000033359.

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9

Liu, Liyan, and Zhiyong Wang. "Metal-free intramolecular amino-acyloxylation of 2-aminostyrene with carboxylic acid for the synthesis of 3-acyloxyl indolines in water." Green Chemistry 19, no. 9 (2017): 2076–79. http://dx.doi.org/10.1039/c7gc00212b.

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10

Keskar, Kunal, Carlos Zepeda-Velazquez, Chanti Babu Dokuburra, Hilary A. Jenkins та James McNulty. "The synthesis of densely functionalised α-acyloxy enaminals and enaminones via a novel homogeneous silver(i) catalysed rearrangement". Chemical Communications 55, № 73 (2019): 10868–71. http://dx.doi.org/10.1039/c9cc05614a.

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11

Yang, Zinan, Huakang He, Rui Tian, et al. "A zinc/PyBisulidine catalyzed asymmetric Mannich reaction of N-tosyl imines with 3-acyloxy-2-oxindoles." Organic & Biomolecular Chemistry 19, no. 34 (2021): 7460–69. http://dx.doi.org/10.1039/d1ob01328a.

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12

Chen, Manman, Lin Qi, Jia-Min Chen, et al. "Synthesis of acyloxyl pyrazolines by copper-mediated aminoacyloxylation of unsaturated ketohydrazones." Organic & Biomolecular Chemistry 16, no. 28 (2018): 5136–43. http://dx.doi.org/10.1039/c8ob01114a.

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An efficient copper-mediated aminoacyloxylation of unsaturated hydrazones has been developed. Copper carboxylates serve as both reaction promoters and carboxylate sources in these easily conducted reactions. This method provides straightforward access to diversely useful acyloxyl pyrazolines.

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13

Ding, Zhengwei, Qitao Tan, Mingchun Gao, and Bin Xu. "Copper-catalyzed aerobic cascade cycloamination and acyloxylation: a direct approach to 4-acyloxy-1H-pyrazoles." Organic & Biomolecular Chemistry 13, no. 16 (2015): 4642–46. http://dx.doi.org/10.1039/c5ob00409h.

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An efficient copper-catalyzed regioselective olefinic C(sp<sup>2</sup>)–H bond cycloamination and acyloxylation was developed to give acyloxylated pyrazoles under mild conditions, which combines the formation of the pyrazole skeleton and installation of an acyloxyl group in a single step.

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14

ZHANALIYEVA, R. N., B. B. TORSYKBAYEVA, M. O. ALTYNBEKOVA, B. S. IMANGALIYEVA, and A. Zh NAZAROVA. "SYNTHESIS OF 2- (2I – ACYLOXY-ETHOXY) ETHYL CHLORIDE AND THEIR INTERACTION WITH AMIDES AND ALKALI METAL RHODANIDES." Periódico Tchê Química 16, no. 32 (2019): 996–1009. http://dx.doi.org/10.52571/ptq.v16.n32.2019.1013_periodico32_pgs_996_1009.pdf.

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This work is aimed at studying the reaction of nucleophilic substitution of the chlorine atom in 2-(2'-acyloxy-ethoxy) ethylchlorides with amines and a rhodanide ion and developing methods of synthesizing a 2-(2'-acyloxy-ethoxy) ethylchlorides, rhodanides, and their derivatives previously unknown in specialized literature. In the chlorohydrin molecule of diethylene glycol, there are two reaction centers that allow carrying out nucleophilic substitution reactions, as well as reactions that promote them with electrophilic reagents. The authors carried out several experiments for acylating diethylene glycol chlorohydrine with carbonic acids, reactions of nucleophilic substitution of the chlorine atom in 2-(2'-acyloxy-ethoxy) ethylchlorides with various amines as well as synthesized the chloracetoxyethyl ether of rhodane acetic acid. While studying the nucleophilic substitution of 2-(2'-acyloxy-ethoxy) ethylchlorides with the rhodanide ion, it was discovered that only the chlorine atom was replaced. The possibility of the nucleophilic substitution of the ethylene chlorohydrine was shown by the example of N-methyl and N-ethylanilines. It was discovered that the hydroxyl group of diethylene glycol could react with carbonic acids in the presences of catalysts and, therefore, encourage esterification. It has been found out that the nucleophilic substitution of the chlorine atom in 2-(2'-acyloxy-ethoxy) ethylchlorides with the rhodanide ion goes smoothly in the presence of potassium iodide acting as an activator and that the acyloxy group is unaffected. It has been discovered that the primary role in the nucleophilic substitution of alcoxyalkylhalides is played by the basicity of amines and the essence and position of substituents relative to the alcoxyl group of the haloid atom.

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15

Minh Hue, Nguyen Thi. "THEORETICAL STUDY ON THE REACTION MECHANISM OF CO2 FORMATION FROM ACYLOXY RADICALS." Vietnam Journal of Science and Technology 55, no. 6A (2018): 105. http://dx.doi.org/10.15625/2525-2518/55/6a/12370.

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The decomposition mechanism of acyloxy radicals has been studied by the Density Functional Theory (DFT) using B3LYP functional in conjunction with the 6-311++G(d,p) and 6-311++G(3df,2p) basis sets. The potential energy profiles for reaction systems were generally established. Calculated results indicate that the formation of products including hydrocarbon radicals and CO2 molecule is energetically favored. The rate of decomposition increases with the number of carbon in non-cyclic saturated acyloxy radicals. Calculated enthalpies and Gibbs free energies of reactions well agree with experimental values. This study is a contribution to the understanding of the reaction mechanism of decomposition of acyloxy radicals in atmosphere and combustion chemistry.

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16

Quiclet-Sire, Béatrice, та Samir Z. Zard. "Some Aspects of α-(Acyloxy)alkyl Radicals in Organic Synthesis". Molecules 28, № 22 (2023): 7561. http://dx.doi.org/10.3390/molecules28227561.

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The preparation and use of α-(acyloxy)alkyl xanthates to generate and capture α-(acyloxy)alkyl radicals is briefly reviewed. Their inter- and intramolecular additions to both activated and unactivated, electronically unbiased, alkenes, and to (hetero)aromatic rings, as well as their radical allylation and vinylation reactions are described. Application to the total synthesis of two 4-hydroxytetralone natural products is also presented.

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17

Daynard, Tim S., Paul S. Eby, and John H. Hutchinson. "The acyloin reaction using tethered diesters." Canadian Journal of Chemistry 71, no. 7 (1993): 1022–28. http://dx.doi.org/10.1139/v93-136.

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A study of the intramolecular acyloin condensation using diesters tethered by their alkoxide groups was undertaken. The goal was to provide a method for optimizing the yield of mixed acyloin products from the reaction of two different esters by utilizing tethered dissimilar esters as substrates. The results of the study show that the yield of the acyloin condensation is dependant on the tether length. Tethers of 8 and 14 carbons in length give yields comparable to those obtained from an intermolecular control reaction while shorter tethers give reduced yields of product. However, the use of mixed tethered diesters and a crossover experiment between two different tethered substrates provides a statistical distribution of products. These observations have been interpreted as resulting from a fragmentation of the initially formed radical anion intermediate that destroys the tethered nature of the substrate(s).

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18

Liang, Tao, Shuang Yue Li, Shu Jun Li, and Li Jun Zhang. "Synthesis of N-(3-Rosin Acyloxy-2-Hydroxyl) Propyl-N,N Diethanolamine and its Anti-Fungal Activity." Advanced Materials Research 280 (July 2011): 124–27. http://dx.doi.org/10.4028/www.scientific.net/amr.280.124.

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Rosin was used as a raw material to prepare N-(3-rosin acyloxy-2-hydroxyl) propyl-N,N diethanolamine. First, rosin was modified with epoxy chloropropane. Then the modified rosin reacted with diethanolamine and N-(3-rosin acyloxy-2-hydroxyl) propyl-N, N diethanolamine was produced under the following conditions: modified rosin and diethanolamine mole ratio of 1:2, reaction temperature of 78°C, and reaction time of 2.5 h. The chemical structure of the product as a rosin amide derivative was identified by Fourier transform infrared spectroscopy (FTIR) and liquid chromatography-mass spectrometry (LC-MS) method. The anti-fungal activity of this rosinyl tertiary amine was determined in vitro against wood decay fungi, Trametes versicolor, Gloeophyllum trabeum and mould fungi, Aspergillus niger and Paecilomyces variot Bainier. The anti-fungal experiment results signified that N-(3-rosin acyloxy-2-hydroxyl) propyl-N,N diethanolamine was active to these fungi at a certain concentration.

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19

Roush, W. R., N. A. Powell, and R. A. James. "Synthesis of Structurally Simplified Aureolic Acid Aglycone-C-D-E Trisaccharide Analogues." Australian Journal of Chemistry 55, no. 2 (2002): 113. http://dx.doi.org/10.1071/ch01198.

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Syntheses of aureolic acid analogues (5) and (6) with (2S)- and (2R)-acyloin stereochemistry, respectively, are described. The synthesis of (5) utilizes a `C + DE' glycosidation sequence, whereas analogue (6), with unnatural (2R)-acyloin stereochemistry, was synthesized by a sequence in which the entire C-D-E trisaccharide was introduced in a single step. While these syntheses provided sufficient quantities of the two aureolic acid analogues for use in studies of Mg2+ complex formation and deoxyribonucleic acid (DNA) binding, this work also highlights certain limitations in the use of 2-thiophenyl glycosyl donors for synthesis of 2-deoxy-β-glycosides. Specifically, difficulties were encountered in the identification of a protecting group for the aglycone C8 phenol that is fully compatible with the conditions required for reductive removal of the thiophenyl substituents after completion of the glycosidation sequence. Sensitivity of the C2 acyloin stereocentre to the conditions required for deprotection of a phenolic acetate ester are also highlighted in the syntheses of (5), and especially of (6).

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20

Shtamburg, Vasiliy G., Alexandr V. Tsygankov, Evgeniy A. Klots, and Remir G. Kostyanovsky. "Acyloxy group exchange in N-acyloxy-N-alkoxyamides." Mendeleev Communications 14, no. 5 (2004): 208–10. http://dx.doi.org/10.1070/mc2004v014n05abeh001908.

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21

Ivanov, Maksim A., Elena V. Antonova, Aleksey V. Maksimov, Lyudmila K. Pigusova, Evgenii F. Belanov, and Lyudmila A. Aleksandrova. "New N4-Hydroxycytidine Derivatives: Synthesis and Antiviral Activity." Collection of Czechoslovak Chemical Communications 71, no. 7 (2006): 1099–106. http://dx.doi.org/10.1135/cccc20061099.

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Two series of N4-hydroxycytidine derivatives were synthesized and evaluated as potential antipox virus agents. Acylation of N4-hydroxycytidine (1) with an excess of acyl chloride or imidazolide yielded the corresponding N4-(acyloxy) derivatives. 5'-Phosphonates of 1 were prepared by the reaction of cytidine 5'-phosphonates with aqueous hydroxylamine hydrochloride (pH 6.0). Nucleoside 1 and its N4-(acyloxy) derivatives inhibited replication of pox viruses in cell cultures, N4-(pivaloyloxy)- and N4-(benzoyloxy)cytidines being the most potent. The synthesized 5'-phosphonates were more cytotoxic than the parent nucleoside.

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22

Okamoto, Yasuko, Yumi Nakadozono, Kosuzu Shiojiri, et al. "Diversity of Furanoeremophilane Composition in Ligularia tongolensis." Natural Product Communications 14, no. 10 (2019): 1934578X1987893. http://dx.doi.org/10.1177/1934578x19878937.

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The composition of root chemicals was studied for 7 samples of Ligularia tongolensis collected in Yunnan and Sichuan Provinces of China. The structures of 2 new 3β-angeloyloxy-6β-acyloxyfuranoeremophilan-15-oic acids were determined. It was found that the plant harbors chemical diversity in the acyloxy groups in 3,6-bis(acyloxy)eremophilan-15-oic acids. The presence of a 3-methylpentanoate moiety at C-3 appears geographically differentiated to a degree. Consistent with this low diversity, results of DNA analysis indicated little genetic differentiation, although introgression was inferred for one of the samples.

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23

Henry-Riyad, Huda, and Thomas T. Tidwell. "Cyclization of 5-hexenyl radicals from nitroxyl radical additions to 4-pentenylketenes and from the acyloin reaction." Canadian Journal of Chemistry 81, no. 6 (2003): 697–704. http://dx.doi.org/10.1139/v03-076.

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Photochemical Wolff rearrangements were used to form 5-substituted-4-pentenylketenes 1a1d (RCH=CHCH2XCH2CH=C=O: 1a R = H, X = CH2; 1b R = Ph, X = CH2; 1c R = c-Pr, X = CH2; 1d R = H, X = O), which were observed by IR at 2121, 2120, 2119, and 2126 cm1, respectively, as relatively long-lived species at room temperature in hydrocarbon solvents. These reacted with the nitroxyl radical tetramethylpiperidinyloxyl (TEMPO, TO·) forming carboxy-substituted 5-hexenyl radicals 3, which were trapped by a second nitroxyl radical forming 1,2 diaddition products 4a4d. On thermolysis, 4a4d underwent reversible reformation of the radicals 3, which underwent cyclization forming cyclopentanecarboxylic acid derivatives 6 or 11 as the major products. However, in the case of 1b, the cyclopentane derivative was formed reversibly and on prolonged reaction times the only product isolated was PhCH=CH-(CH2)4CO2H (8b) from hydrogen transfer to Cβ and cleavage of the TEMPO group. Cyclopropylcarbinyl radical ring opening in the cyclized radical 5c from 1c led to the 2-(4-N-tetramethylpiperidinyloxybut-1-enyl)cyclopentane derivative 11 as the major product. In a test for 5-hexenyl radical ring closure in the radical anion intermediate of the acyloin condensation, the ester CH2=CH(CH2)3CO2Et (12a) gave the acyloin 13a (76%) as the only observed product, while PhCH=CH(CH2)3CO2CH3 (12b) with Na in toluene gave 21% of the acyloin product 13b and 42% of 2-benzylcyclopentanol (15) from cyclization of the intermediate radical anion.Key words: ketenes, free radical cyclization, TEMPO, acyloin condensation.

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24

Zhou, Xiaoqiang, Haojie Ma, Jinhui Cao, Xingxing Liu та Guosheng Huang. "Novel and efficient transformation of enamides into α-acyloxy ketones via an acyl intramolecular migration process". Organic & Biomolecular Chemistry 14, № 42 (2016): 10070–73. http://dx.doi.org/10.1039/c6ob02002j.

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25

Gaggero, Nicoletta, and Stefano Pandini. "Advances in chemoselective intermolecular cross-benzoin-type condensation reactions." Organic & Biomolecular Chemistry 15, no. 33 (2017): 6867–87. http://dx.doi.org/10.1039/c7ob01662j.

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26

Jin, Ming Yu, Sun Min Kim, Hui Mao, Do Hyun Ryu, Choong Eui Song, and Jung Woon Yang. "Chemoselective and repetitive intermolecular cross-acyloin condensation reactions between a variety of aromatic and aliphatic aldehydes using a robust N-heterocyclic carbene catalyst." Org. Biomol. Chem. 12, no. 10 (2014): 1547–50. http://dx.doi.org/10.1039/c3ob42486c.

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27

Li, Shuang Yue, Jing Wang, Shu Jun Li, Zhi Jun Chen, Bing Tian, and Dian Ping Wang. "Synthesis and Characterization of BisN-(3-rosin acyloxy-2-hydroxyl) propyl-N,N dimethylamine." Advanced Materials Research 113-116 (June 2010): 2197–200. http://dx.doi.org/10.4028/www.scientific.net/amr.113-116.2197.

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An anti-fungal derivative of rosin was synthesized. First, rosin was modified by acrylic acid and the modified rosin was esterified by epoxy chloropropane with the mole ratio of 1:3 for 3.5h at 90°C. The intermediate was bis 3-rosin acyloxy-2- hydroxypropyl chlorine and the degree of esterification was 98.81%. Then, bisN-(3-rosin acyloxy-2-hydroxyl) propyl-N,N dimethylamine was made from the intermediate under the following conditions: the intermediate and dimethylamine mole ratio of 1:2, reaction temperature of 80°C and reaction time of 2.5h. The chemical structure of the product was identified by Fourier transform infrared spectroscopy (FTIR). The anti-fungal activity of the product was determined by paper-disc method with wood decay fungi such as Trametes versicolor, Gloeophyllum trabeum and wood stain fungi such as Aspergillus niger and Paecilomyces variot Bainier. The anti-fungal experiment results signified that bisN-(3-rosin acyloxy-2-hydroxyl) propyl-N, N dimethylamine is active vs. these fungi, but less effective with Aspergillus niger. Since it is produced easily from rosin, which is renewable and not expensive, this product has a promising future as a potential wood preservative.

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28

Moczulski, Marek, Ewelina Kowalska, Elżbieta Kuśmierek, Łukasz Albrecht, and Anna Albrecht. "Visible-light synthesis of 4-substituted-chroman-2-ones and 2-substituted-chroman-4-ones via doubly decarboxylative Giese reaction." RSC Advances 11, no. 45 (2021): 27782–86. http://dx.doi.org/10.1039/d1ra05914a.

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29

Paprocki, Daniel, Dominik Koszelewski, Anna Żądło, Peter Walde та Ryszard Ostaszewski. "Environmentally friendly approach to α-acyloxy carboxamides via a chemoenzymatic cascade". RSC Advances 6, № 72 (2016): 68231–37. http://dx.doi.org/10.1039/c6ra13078j.

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30

Takeda, Norihiko, Narumi Arisawa, Misaki Miyamoto, et al. "Reagent-controlled regiodivergence in the [3,3]-sigmatropic rearrangement of N-(acyloxy)enamides." Organic Chemistry Frontiers 6, no. 22 (2019): 3721–24. http://dx.doi.org/10.1039/c9qo01109a.

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31

Ghosh, Arun K., Alessandro Grillo, Satish Kovela, and Margherita Brindisi. "Asymmetric Diels–Alder reaction of 3-(acyloxy)acryloyl oxazolidinones: optically active synthesis of a high-affinity ligand for potent HIV-1 protease inhibitors." RSC Advances 9, no. 71 (2019): 41755–63. http://dx.doi.org/10.1039/c9ra10178k.

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32

Zhang, Ye, Tian-Lu Zheng, Fu Cheng, et al. "Facile access to diverse all-carbon quaternary center containing spirobicycles by exploring a tandem Castro–Stephens coupling/acyloxy shift/cyclization/semipinacol rearrangement sequence." Chemical Science 11, no. 15 (2020): 3878–84. http://dx.doi.org/10.1039/d0sc00102c.

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33

Del Mauro, Arico, Zoran Kokan, and Vladimír Šindelář. "Dynamic [1]rotaxanes via a reversible covalent bond and host–guest anion recognition." Chemical Communications 58, no. 23 (2022): 3815–18. http://dx.doi.org/10.1039/d2cc00779g.

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34

Prasad, Pragati K., Rambabu N. Reddi та Sudalai Arumugam. "Recent methods for the synthesis of α-acyloxy ketones". Organic & Biomolecular Chemistry 16, № 48 (2018): 9334–48. http://dx.doi.org/10.1039/c8ob02881h.

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35

Dai, Xingjie, Guanglin Weng, Shuowen Yu та ін. "One-pot diastereo- and enantioselective hydrosilylation–transacylation of α-acyloxy β-enamino esters". Organic Chemistry Frontiers 5, № 19 (2018): 2787–93. http://dx.doi.org/10.1039/c8qo00602d.

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36

Li, Jiao, Zan Yang, Tao Yang, Jianmin Yi та Congshan Zhou. "Copper-catalyzed α-C–H acyloxylation of carbonyl compounds with terminal alkynes". New Journal of Chemistry 42, № 3 (2018): 1581–84. http://dx.doi.org/10.1039/c7nj03989a.

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37

Su, Li, Meinan Lv, Kwaku Kyeremeh, Zixin Deng, Hai Deng, and Yi Yu. "A ThDP-dependent enzymatic carboligation reaction involved in Neocarazostatin A tricyclic carbazole formation." Organic & Biomolecular Chemistry 14, no. 37 (2016): 8679–84. http://dx.doi.org/10.1039/c6ob01651k.

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38

Limpanuparb, Taweetham, Pakpong Roongruangsree, and Cherprang Areekul. "A DFT investigation of the blue bottle experiment: E ∘ half-cell analysis of autoxidation catalysed by redox indicators." Royal Society Open Science 4, no. 11 (2017): 170708. http://dx.doi.org/10.1098/rsos.170708.

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The blue bottle experiment is a collective term for autoxidation reactions catalysed by redox indicators. The reactions are characterized by their repeatable cycle of colour changes when shaken/left to stand and intricate chemical pattern formation. The blue bottle experiment is studied based on calculated solution-phase half-cell reduction potential of related reactions. Our investigation confirms that the reaction in various versions of the blue bottle experiment published to date is mainly the oxidation of an acyloin to a 1,2-dicarbonyl structure. In the light of the calculations, we also propose new non-acyloin reducing agents for the experiment. These results can help guide future experimental studies on the blue bottle experiment.

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39

Mirskov, R. G., S. V. Basenko, V. Yu Vitkovskii, I. A. Gebel', N. K. Yarosh, and M. G. Voronkov. "Alkoxy(acyloxy)silanes." Bulletin of the Academy of Sciences of the USSR Division of Chemical Science 38, no. 3 (1989): 597–600. http://dx.doi.org/10.1007/bf00958056.

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40

Schott, G., and H. Kelling. "Triaryl-acyloxy-silane." Zeitschrift für Chemie 3, no. 3 (2010): 106–7. http://dx.doi.org/10.1002/zfch.19630030310.

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41

Das, Sanju, Aznur Azim, Sudhir Kumar Hota, Satya Prakash Panda, Sandip Murarka, and Suman De Sarkar. "An organophotoredox-catalyzed redox-neutral cascade involving N-(acyloxy)phthalimides and allenamides: synthesis of indoles." Chemical Communications 57, no. 97 (2021): 13130–33. http://dx.doi.org/10.1039/d1cc05397c.

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An efficient visible organophotoredox-catalyzed redox-neutral radical cascade involving allenamides and alkyl N-(acyloxy)phthalimides allowing the synthesis of biologically important indole scaffolds is achieved.

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42

Zhu, Dan, Denghu Chang, Shaoyan Gan та Lei Shi. "Direct α-acyloxylation of organic sulfides with the hypervalent (diacyloxyiodo)benzene/tetra-n-butylammonium bromide (TBAB) reagent combination". RSC Advances 6, № 33 (2016): 27983–87. http://dx.doi.org/10.1039/c6ra01799a.

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43

Das, Sanju, Sushanta Kumar Parida, Tanumoy Mandal, et al. "An organophotoredox-catalyzed redox-neutral cascade involving N-(acyloxy)phthalimides and maleimides." Organic Chemistry Frontiers 8, no. 10 (2021): 2256–62. http://dx.doi.org/10.1039/d1qo00170a.

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A mild and efficient organophotoredox-catalyzed redox-neutral cascade involving maleimides and N-(acyloxy)phthalimides allowing the synthesis of otherwise inaccessible Z-selective alkoxy-alkylidenesuccinimides is achieved.

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44

Banks, Tony M., Samuel F. Clay, Stephen A. Glover, and Rhiannon R. Schumacher. "Mutagenicity of N-acyloxy-N-alkoxyamides as an indicator of DNA intercalation part 1: evidence for naphthalene as a DNA intercalator." Organic & Biomolecular Chemistry 14, no. 15 (2016): 3699–714. http://dx.doi.org/10.1039/c6ob00162a.

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45

Bryant, IR, and LK Dyall. "Reactions of N-Acyloxy-2-nitrobenzenamines. I. Thermolysis in Benzene or Bromobenzene." Australian Journal of Chemistry 42, no. 12 (1989): 2275. http://dx.doi.org/10.1071/ch9892275.

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N-Acyloxy-2-nitro- and N-acyloxy-2,4-dinitro-benzenamines have been pyrolysed at 140� in benzene or bromobenzene solution. Homolysis (to form RCO2 and ArNH ) is ruled out since virtually all the carboxylate is isolated as carboxylic acid. This acid might arise via a concerted elimination process (the other product being a benzofurazan 1-oxide), or via heterolysis to ArNH+, RCO2- with subsequent transfer of proton, and cyclization of the singlet 2-nitrophenylnitrene. These simple reactions compete with bimolecuiar reactions of products with substrate, in which the corresponding amine, azoxy compound and acid anhydride are generated. Attempts to synthesize N-tosyloxy derivatives of nitrobenzenamines gave only thermal decomposition products. N-Trifluoroacetoxy-2,4-dinitrobenzenamine was isolated as a crude product which detonated violently.

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46

Glover, Stephen A., Arvi Rauk, Jeanne M. Buccigross, et al. "The HERON reaction Origin, theoretical background, and prevalence." Canadian Journal of Chemistry 83, no. 9 (2005): 1492–509. http://dx.doi.org/10.1139/v05-150.

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The origin of the HERON reaction is reviewed from a historical perspective and shown to have its foundation in the unusual properties of bisheteroatom-substituted amides, so-called anomeric amides. The reaction involves migration of anomerically destabilized oxo-substituents on an amide nitrogen to the amide carbon and dissociation of the amide bond. Computational work providing a theoretical basis for the reaction is presented, together with physical organic measurements that support results therefrom. The rearrangement has been observed in a number of chemical transformations of N-alkoxy-N-aminoamides, reactions of 1-acyloxy-1-alkoxydiazenes, N-alkoxy-N-aminocarbamates, N-alkoxyhydroxamic acids, as well as in the gas-phase reactions of N-acyloxy-N-alkoxyamides.Key words: HERON reaction, anomeric amides, rearrangements, hindered esters, concerted reactions.

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47

Yuvaraju, Kanithi, and L. N. Murthy Y. "Synthesis and mesomorphic properties of 7-acyloxy-3-(4-acyloxyphenyl)-4H-1- benzopyran-4-one." Journal of Indian Chemical Society Vol. 91, Sep 2014 (2014): 1787–91. https://doi.org/10.5281/zenodo.5733764.

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Department of Organic Chemistry, Dr. B. R. Ambedkar University, Srikakulam-532 410, Andhra Pradesh, India <em>E-mail</em> : yuva.kanithi@gmail.com Organic Research Labs, Andhra Univerisity, Visakhapatnam-530 003, Andhra Pradesh, India <em>Manuscript received online 01 April 2014, accepted 10 April 2014</em> Synthesis of 7-acyloxy-3-(4-acyloxyphenyl)-<em>4H</em>-1-benzopyran-4-one and the structure was confirmed by<strong> </strong>IR, <sup>1</sup>H NMR, <sup>13</sup>C NMR<strong>,</strong> Mass spectral data, their liquid crystalline properties were determined by polarizing optical microscopy, differential scanning calorimetry. These 7-acyloxy-3-(4-acyloxyphenyl)-4<em>H</em>-1-benzopyran-4-one derivatives were found to exhibit mesomorphism over a wide temperature range.

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Zhou, Zhiqiang, Yao Xu, Boyu Zhu, et al. "One-pot synthesis of 3-hydroxy-2-oxindoles via acyloin rearrangements of 2-hydroxy-indolin-3-ones generated in situ from 2-alkynyl arylazides." New Journal of Chemistry 44, no. 46 (2020): 20303–7. http://dx.doi.org/10.1039/d0nj04588h.

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49

Paprocki, Daniel, Dominik Koszelewski, Peter Walde, and Ryszard Ostaszewski. "Efficient Passerini reactions in an aqueous vesicle system." RSC Advances 5, no. 124 (2015): 102828–35. http://dx.doi.org/10.1039/c5ra22258c.

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The formation of α-acyloxy carboxamides from a carboxylic acid, an aldehyde and an isocyanide (Passerini reaction) was investigated in aqueous solution in the presence of different types of surfactants.

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50

Sun, Yuan-Ming, Peng Gu, Yu-Ning Gao, Qin Xu, and Min Shi. "Gold(i) catalyzed tandem cyclization of propargylic esters to 4-acyloxy-1,2-dihydroquinolines." Chemical Communications 52, no. 42 (2016): 6942–45. http://dx.doi.org/10.1039/c6cc03132c.

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Gold catalyzed tandem [3,3]-rearrangement and intramolecular hydroamination of propargylic esters has been disclosed in this communication, producing a series of 4-acyloxy-1,2-dihydroquinolines in good yields and high enantioselectivities.

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