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Journal articles on the topic 'Carboxylic acid chlorides'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Egawa, Yasunobu, Chihiro Fukumoto, Koichiro Mikami, Nobuhiro Takeda, and Masafumi Unno. "Synthesis and Characterization of the Germathioacid Chloride Coordinated by an N-Heterocyclic Carbene §." Inorganics 6, no. 3 (2018): 76. http://dx.doi.org/10.3390/inorganics6030076.

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Carboxylic acid chlorides are useful substrates in organic chemistry. Many germanium analogues of carboxylic acid chloride have been synthesized so far. Nevertheless, all of the reported germathioacid chlorides use bidentate nitrogen ligands and contain germanium-nitrogen bonds. Our group synthesized germathioacid chloride, Ge(S)Cl{C6H3-2,6-Tip2}(Im-i-Pr2Me2), using N-heterocyclic carbene (Im-i-Pr2Me2). As a result of density functional theory (DFT) calculation, it was found that electrons are localized on sulfur, and the germanium-sulfur bond is a single bond with a slight double bond propert

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2

Kurz, Thomas, Detlef Geffken, and Claudia Wackendorff. "Carboxylic Acid Analogues of Fosmidomycin." Zeitschrift für Naturforschung B 58, no. 5 (2003): 457–61. http://dx.doi.org/10.1515/znb-2003-0517.

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N-Alkylation of N-Boc-O-benzylhydroxylamine (1) with benzyl 4-bromobutyrate (2) in DMF gave N,O-bisprotected benzyl 4-hydroxyamino-butyrate (3), which was converted into 4-benzyloxyamino-butyric acid benzyl ester (4) with TFA in methylene chloride. Treatment of 4 with formic acid/acetic anhydride or various acid chlorides followed by catalytic hydrogenation led to 4-(N-acyl-N-hydroxyamino)-butyric acids 6.

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3

Guseinova, V. A., G. A. Zaidova, and E. I. Mammadov. "REACTION OF CHLOROANHYDRIDES OF CYCLOALKANECARBOXILIC ACIDS WITH SOME ALLYLIC CHLORIDES." Chemical Problems 19, no. 3 (2021): 179–85. http://dx.doi.org/10.32737/2221-8688-2021-3-179-185.

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The reactions of electrophilic addition of cycloalkane carboxylic acid chlorides with allyl chlorides were studied. It was found, that depending on the chloride structures, 2- and 2,4-substituted furans, 1-R-3,4- dichloro-2-butene-1-ones and 1-R-3,4,4-trichloro-1-butanones were obtained.

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4

Dippel, Kerstin, Nayla K. Keweloh, Peter G. Jones, Uwe Klingebiel, and Dieter Schmidt. "Synthese und Kristallstruktur eines Lithium(trimethylacetoxy-di-tert-butylsilanolats) / Synthesis and Crystal Structure of a Lithium(trimethylacetoxy-di-tert-butylsilanolate)." Zeitschrift für Naturforschung B 42, no. 10 (1987): 1253–55. http://dx.doi.org/10.1515/znb-1987-1008.

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Abstract In an acid medium di-tert-butylsilanediol reacts with acyl chlorides to give the di-tert-butylchlorosilanol (2) and the carboxylic acid. A lithium salt of a silanol-carboxylic acid ester (5) is formed in the reaction of the lithiated diol with 2,2-dimethylpropionyl chloride. 5 reacts with phenylacetyl chloride to give the first mixed dicarboxyl-silane. The crystal structure determination of 5 shows a Li-O-cubane with C = 0 ···Li chelate bonds.

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5

Kraľovičová, Eva, Alžbeta Krutošíková, and Jaroslav Kováč. "Preparation and reactions of thieno[3,2-b]furan derivatives." Collection of Czechoslovak Chemical Communications 51, no. 8 (1986): 1685–91. http://dx.doi.org/10.1135/cccc19861685.

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Reactions of 3-(5-aryl-2-furyl)propenoic, 3-(2-benzo[b]furyl)propenoic and 3-(5-ethoxycarbonyl-4H-furo[3,2-b]-2-pyrrolyl)propenoic acids with thionyl chloride in the presence of triethylbenzylammonium chloride were investigated. The obtained 2-arylthieno[3,2-b]-furan-5-carboxylic acid chlorides Ia - Ic and 3-chlorothieno[3,2-b]benzo[b]furan-2-carboxylic acid chloride afforded in substitution nucleophilic reactions the corresponding esters V and carboxylic acids VI which were decarboxylated to VII. 3-Chlorothieno[3,2-b]benzo[b]furan-2-carboxylic acid chloride (Id), 6-ethoxycarbonyl-3-chlorothie

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6

Helberg, Julian, Marta Marin-Luna, and Hendrik Zipse. "Chemoselectivity in Esterification Reactions – Size Matters after All." Synthesis 49, no. 15 (2017): 3460–70. http://dx.doi.org/10.1055/s-0036-1588854.

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The reaction of carboxylic acid chlorides with secondary alcohols carrying either flexible alkyl or rigid aryl substituents was studied through a series of competition experiments. Aliphatic acid chlorides react preferentially with the aryl-substituted alcohols, while acid chlorides derived from aromatic carboxylic acids react with very low selectivity. Catalysis by 9-azajulolidine (TCAP) increases the selectivity strongly, while solvent and temperature effects are only moderate. The size of the alcohol substituents seems to impact selectivities only for rigid aryl substituents, and highest se

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7

Romanova, Svetlana M., and Liliya A. Fatykhova. "INVESTIGATION OF REACTIONS OF INTERACTION OF CELLULOSE NITRIC ESTERS WITH CARBOXYLIC ACID CHLORIDES." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENII KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 64, no. 5 (2021): 30–34. http://dx.doi.org/10.6060/ivkkt.20216405.6313.

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The chemical interaction of high-nitrogen cellulose ether with acetic, propionic, butyric and isobutyric acids has been studied. The general laws and features of the electrophilic substitution of functional groups of cellulose nitroesters are revealed. The preferred directions of the chemical interaction of cellulose nitrate with carboxylic acid chlorides are established: O-acylation of nitrate and hydroxyl groups; O-acylation of the glucopyranose ring; O-acylation of the ether bond with depolymerization of the chain of an SC molecule; hydrolysis of nitrate groups; destruction of the chain of

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8

Akishina, E. A., E. A. Dikusar, G. N. Lysenko, et al. "Catalytic Synthesis of 14-Substituted 14H-Dibenzo[a,j]xanthenes Using Sulfonic Cation Exchanger FIBAN K-1." Russian Journal of General Chemistry 95, no. 6 (2025): 1559–68. https://doi.org/10.1134/s1070363225602182.

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Abstract A new method was developed for obtaining dibenzo[a,j]xanthenylphenols by condensation of natural and synthetic hydroxybenzaldehydes with β-naphthol in boiling trichloroethylene using the sulfonic cation exchanger FIBAN-K1 as a catalyst. The esters were prepared by acylation of dibenzo[a,j]xanthenylphenols with nicotinic, isonicotinic and 1,2-azole-3-carboxylic acid chlorides in methylene chloride in the presence of triethylamine.

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9

Gokulan, P. D., and Jayakar B. "Synthesis of 5-substituted-3-methylsulfanyl-1-(2,4-dinitro phenyl)- 1H-pyrazole-4-carboxylic Acid Ethyl Esters as New Analgesic and Anti-inflammatory Agents." International Journal of Drug Design and Discovery 1, no. 4 (2024): 345–51. https://doi.org/10.37285/ijddd.1.4.9.

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A new series of 5-substituted-3-methylsulfanyl-1-(2,4-dinitro phenyl)-1H-pyrazole-4-carboxylic acid ethyl esters were synthesized by reacting the amino group of 5-amino-3-methylsulfanyl-1-(2,4-dinitro phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester with acid anhydrides, acid chlorides and phenyl dithiocarbamates. The title compounds were investigated for analgesic, anti-inflammatory and ulcerogenic behaviour. The compound 5-benzoylamino-3-methylsulfanyl-1-(2,4-dinitro phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester (3c) emerged as the active compound and exhibiting imperative analgesic and

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10

Huy, Peter H., and Christelle Mbouhom. "Formamide catalyzed activation of carboxylic acids – versatile and cost-efficient amidation and esterification." Chemical Science 10, no. 31 (2019): 7399–406. http://dx.doi.org/10.1039/c9sc02126d.

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11

Ngo, Duong Thi Thuy, Nha To Nguyen, Fritz Duus, and Phung Kim Phi Nguyen. "SYNTHESIS OF SOME RHODANINE DERIVATIVES." Science and Technology Development Journal 12, no. 10 (2009): 14–20. http://dx.doi.org/10.32508/stdj.v12i10.2294.

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12

Šindelář, Karel, Josef Pomykáček, Martin Valchář, Karel Dobrovský, Jiřina Metyšová, and Zdeněk Polívka. "Potential antidepressants and inhibitors of 5-hydroxytryptamine and noradrenaline re-uptake in the brain: N,N-Dimethyl-(arylthio)thenylamines and N,N-dimethyl-2-(thienylthio)benzylamines." Collection of Czechoslovak Chemical Communications 56, no. 2 (1991): 449–58. http://dx.doi.org/10.1135/cccc19910449.

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3-(3-Methoxyphenylthio)thiophene-2-carboxylic acid (IV) and 2-(3-methoxyphenylthio)thiophene-3-carboxylic acid (VII) were transformed via acid chlorides and dimethylamides to the amines V and VIII which were demethylated to the phenolic amines VI and IX. N,N-Dimethyl-4-bromothiophene-3-carboxamide (XI) was reacted with 3-methoxythiophenol and the amide XII was reduced and demethylated to the amine XIV. 2-(2-Thienylthio)benzoic acid (XVa) and 2-(5-bromo-2-thienylthio)benzoic acid (XVb) were transformed via the isolated acid chlorides and N,N-dimethylamides to the amines XVIIIa and XVIIIb. The a

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13

Prema. S, Prema S., and Leema Rose. A. "Metal Complexes of Phenyl Glycine-O-Carboxylic Acid: Preparation, Characterization, Electrochemical and Biological Properties." Oriental Journal Of Chemistry 38, no. 3 (2022): 698–708. http://dx.doi.org/10.13005/ojc/380321.

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Metal complexes are the effective therapeutic compound and it became more emerging field in the drug discovery and delivery. A novel ligand phenyl-glycine -o- carboxylic acid was synthesized and further complexed with the metal (II) chlorides. The synthesized metal complexes was interpreted by FT-IR spectroscopy, Ultra Violet- visible, 1H-NMR, molar conductance, magnetic susceptibility and thermogravimetric study. The electrochemical properties of the ligand and its complexes were inquired in DMF. Antibacterial and fungal activities of the phenyl-glycine -o- carboxylic acid (ligand) and metal

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14

Li, Sha, Oskar Smaga, Yahan Sun, et al. "Friedel–Crafts acylation of antiaromatic norcorroles: electronic and steric modulation of the paratropic current." Organic Chemistry Frontiers 8, no. 14 (2021): 3639–52. http://dx.doi.org/10.1039/d1qo00621e.

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The first ever Friedel–Crafts acylation of an antiaromatic macrocycle was performed for norcorrolatonickel(ii) reacting with aromatic or aliphatic carboxylic acid chlorides in the presence of AlCl<sub>3</sub>.

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15

Gołȩbiewski, W. M., and M. Gucma. "New fragmentation of 2-isoxazoline-5-carboxylic acid chlorides." Journal of Heterocyclic Chemistry 43, no. 2 (2006): 509–13. http://dx.doi.org/10.1002/jhet.5570430240.

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16

Kříž, Otomar, Zbyněk Plzák, and Jaromír Plešek. "Triethylamine borane - a stable, efficient and safe reductant for transforming carboxylic acids to primary alcohols." Collection of Czechoslovak Chemical Communications 55, no. 12 (1990): 2956–62. http://dx.doi.org/10.1135/cccc19902956.

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Triethylamine borane, (C2H5)3N.BH3, is a stable, safe and readily available reagent which at 80 °C reduces carboxylic acids to primary alcohols in high yields; functional derivatives of carboxylic acids such as esters, nitriles or amides are virtually nonreactive with this reagent under the same conditions. Aldehydes, ketones and acid chlorides, however, react readily. No solvent is required for the process.

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17

Kricheldorf, Hans R., and Andreas Gerken. "New Polymer Syntheses 87. Thermosetting Nematic or Cholesteric Diesters Having Propargyl Endgroups." High Performance Polymers 9, no. 2 (1997): 75–90. http://dx.doi.org/10.1088/0954-0083/9/2/001.

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4-Propargyloxy benzoic acid, 6-propargyloxy-2-naphthoic acid and 4′-propargyloxybiphenyl-4-carboxylic acid were synthesized from the corresponding hydroxy acids and converted into the acid chlorides. Diesters were then prepared by the reaction of these acid chlorides with diphenols such as hydroquinone, methylhydroquinone n-octylthiohydroquinone and phenylhydroquinone. Most of these diesters form an enantiotropic nematic melt but some diesters form a monotropic liquid crystal phase. Cholesteric phases were observed for diesters of ( S)-2-methylbutylthiohydroquinone. Diesters derived from 6-pro

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18

Abidov, U. A., S. G. Usmanova, Kh M. Zhamolova, and U. O. Mamatkulova. "SYNTHETIC ACETYLENE CARBOXYLIC ACIDS." RUSSIAN ELECTRONIC SCIENTIFIC JOURNAL 36, no. 2 (2020): 10–17. http://dx.doi.org/10.31563/2308-9644-2020-36-2-10-17.

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The article presents some methods for the synthesis of acetylene mono, dicarbonoaliphatic, aromatic, heterocyclic acids. Among them, some possess antifungal and biological properties. By the interaction of acids or acid chlorides with the corresponding alcohols, esters can be obtained. Their biological properties, as well as some chemical transformations, were studied. Many synthetic acetylenic acids and their derivatives were synthesized mainly by the Grignard reaction and other methods in order to study their physiological activity. Some of them have gained application as a stabilizer of cor

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19

Kolesinska, Beata, Agnieszka Mrozek, Justyna Fraczyk, and Zbigniew Kaminski. "P-Triazinylphosphonium chlorides as a new group of coupling reagents." Open Chemistry 11, no. 4 (2013): 569–83. http://dx.doi.org/10.2478/s11532-012-0190-3.

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AbstractTertiary phosphines in reaction with 2-chloro-4,6-dialkoxy-1,3,5-triazines gave unstable quaternary P-triazinylphosphonium chlorides, which readily decomposed with a departure of the alkyl group of the triazine ring substituent. Stable quaternary P-triazinylphosphonium chlorides were obtained only in reaction of 2-chloro-4,6-diphenoxy-1,3,5-triazine. Both, stable quaternary P-triazinylphosphonium chlorides as well unstable analogues prepared in situ activated carboxylic acid yielding “superactive” triazine esters, useful as highly efficient reagents in peptide bond synthesis.

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20

KUROSE, KEISUKE, TETSUJI OKUDA, SATOSHI NAKAI, TSUNG-YUEH TSAI, WATARU NISHIJIMA, and MITSUMASA OKADA. "HYDROPHILIZATION OF POLYVINYL CHLORIDE SURFACE BY OZONATION." Surface Review and Letters 15, no. 06 (2008): 711–15. http://dx.doi.org/10.1142/s0218625x08011986.

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The surface modification mechanism of polyvinyl chloride (PVC) by ozonation was investigated to study the selective hydrophilization of PVC surface among other plastics. Infrared analysis confirmed the increase of hydrophilic groups. XPS analysis revealed that the increase was due to the structural change in chlorine group in PVC to hydroxylic acid, ketone, and carboxylic groups by ozonation. This chemical reaction by ozone could occur only for polymers with chlorides in its structure and resulted in the selective hydrophilization of PVC among various polymers.

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21

Kumar, Dinesh, Santosh Rudrawar, and Asit K. Chakraborti. "One-Pot Synthesis of 2-Substituted Benzoxazoles Directly from Carboxylic Acids." Australian Journal of Chemistry 61, no. 11 (2008): 881. http://dx.doi.org/10.1071/ch08193.

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Methanesulfonic acid has been found to be a highly effective catalyst for a convenient and one-pot synthesis of 2-substituted benzoxazoles by the reaction of 2-aminophenol with acid chlorides, generated in situ from carboxylic acids. Aryl, heteroaryl, and arylalkyl carboxylic acids provided excellent yields of the corresponding benzoxazoles. The reaction conditions were compatible with various substituents such as chloro, bromo, nitro, methoxy, cyclopentyloxy, phenoxy, thiophenoxy, and conjugated double bonds. Benzoxazole formation was found to be general with respect to substituted 2-aminophe

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22

Khalid, Maher, and Shireen Mohammedand Amin Kalo. "Recent Developments in Weinreb Synthesis and Their Applications." Oriental Journal of Chemistry 35, no. 6 (2019): 1611–26. http://dx.doi.org/10.13005/ojc/350601.

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N-methoxy-N-methyl amides or Weinreb amides are worthy embranchment of amide group and their rich functional groups in organic synthesis become a strong else unfeasible conversion. Weinreb amides are produced as an intermediate product of the reaction of carboxylic acids, acid chloride or esters with organometallic reagents, which was first uncovered in 1981. The direct conversion of carboxylic acids or acid chlorides or esters to ketones or aldehydes using organometallic reagents do not lead in high yields, because the intermediate ketones are still highly reactive toward the organometallic r

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23

Zhivotova, T. S., R. E. Bakirova, S. D. Fazylov, S. K. Kabieva, and T. V. Kryazheva. "Synthesis and Biological Activity of 2,5-Bisubstituted Derivatives of 1,3,4-Thiadiazol-2,5-dithiol." Journal of Chemistry 2013 (2013): 1–4. http://dx.doi.org/10.1155/2013/635079.

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By reaction of 1,3,4-thiadiazol-2,5-dithiol with different organohalogens, chlorides of carboxylic acids, acrylic acid derivatives, alkaloids, and secondary amines, various derivatives of 2,5-bi-substituted 1,3,4-thiadiazole were synthesized, and biological properties of some of them were studied.

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24

Mirzoyeva, G. A., and Sh M. Eyvazova. "Study of the amidation reaction of carboxylic acids and their derivatives." World OF PETROLEUM PRODUCTS 2 (2024): 36–47. http://dx.doi.org/10.32758/2782-3040-2024-0-2-36-47.

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The presented work shows the results of research in the field of studying the amidation reaction of carboxylic acids and their functionally substituted derivatives with various amines. The main patterns of the above reaction are shown, the mechanisms of reactions involving carboxylic acids, as well as their derivatives (esters, anhydrides and acid chlorides) are presented. The main areas of application of the synthesized amide products are considered. It is reported that the reaction of direct amidation of carboxylic acids with amine components can occur in the presence of various catalysts or

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25

Haidukevich, V. A., S. K. Petkevich, E. G. Karankevich, et al. "Synthesis of acylic derivatives of prolylleucylglycinamide." Proceedings of the National Academy of Sciences of Belarus, Chemical Series 55, no. 4 (2019): 429–35. http://dx.doi.org/10.29235/1561-8331-2019-55-4-429-435.

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Tert-butyloxycarbonylprolylleucylglycinamide is obtained both by the interaction of tert-butyloxycarbonylprol ylleucylglycine ethyl ester with a methanolic ammonia solution and by the reaction of glycine amide with a mixed anhydride which was synthesized from tert-butyloxycarbonylprolylleucine and isobutylchloroformate. The removal of the tert-butyloxycarbonyl group by the action of formic acid or a dioxane solution of hydrogen chloride and treatment of the resulting salts with the corresponding base yielded a prolylleucylglycinamide, by the interaction of which with acetic, benzoic or 5-pheny

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26

Ilhan, Ilhan, Ayse Caglayan, Zulbiye Onal, Senem Akkoc, and Mehmet Cadır. "Reactions of Some Pyrazole-3-Carboxylic Acids and Carboxylic Acid Chlorides with Various O- and N- Nucleophiles." Letters in Organic Chemistry 10, no. 8 (2013): 602–10. http://dx.doi.org/10.2174/15701786113109990025.

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27

Johnson, WM, SW Littler, and CE Skene. "The Synthesis and Reactions of Some 1,4,2-Oxathiazin-6(5H)-ones." Australian Journal of Chemistry 46, no. 3 (1993): 315. http://dx.doi.org/10.1071/ch9930315.

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Several derivatives of the novel 1,4,2-oxathiazin-6(5H)-one system were prepared by reaction of mercapto carboxylic acids with substituted carbohydroximoyl chlorides and subsequent cyclization of the resulting oxime acid with dicyclohexylcarbodiimide . The stability of the 1,4,2-oxathiazin-6(5H)-one system to acid and base conditions as well as to various nucleophiles was investigated.

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28

Korolev, D. N., and N. A. Bumagin. "Palladium-catalyzed reactions of arylboron compounds with carboxylic acid chlorides." Russian Chemical Bulletin 53, no. 2 (2004): 364–69. http://dx.doi.org/10.1023/b:rucb.0000030812.95602.0a.

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29

Nifant’ev, E. E., A. M. Koroteev, A. O. Pozdeev, M. P. Koroteev, and E. N. Rasadkina. "Acylation of 5,7,3′,4′-tetrabenzyldihydroquercetin with heterocyclic carboxylic acid chlorides." Doklady Chemistry 459, no. 2 (2014): 209–11. http://dx.doi.org/10.1134/s0012500814120039.

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30

Matsuo, Jun-ichi, Takaya Hoshikawa, Shun Sasaki, and Hiroyuki Ishibashi. "Trialkylamine-Mediated Intramolecular Acylation of Akenes with Carboxylic Acid Chlorides." CHEMICAL & PHARMACEUTICAL BULLETIN 58, no. 4 (2010): 591–92. http://dx.doi.org/10.1248/cpb.58.591.

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31

Valenta, Vladimír, Jiří Urban, Jan Taimr, and Zdeněk Polívka. "Potential Nootropic Agents: Synthesis of Some 1,4-Disubstituted 2-Oxopyrrolidines and Some Related Compounds." Collection of Czechoslovak Chemical Communications 59, no. 5 (1994): 1126–36. http://dx.doi.org/10.1135/cccc19941126.

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4-(Aminomethyl)-1-benzyl-2-oxopyrrolidine (VI) was transformed by treatment with (4-benzhydrylpiperazin-1-yl)carbonyl chlorides IIIb - IIId and with (4-methylpiperazin-1-yl)carbonyl chloride (IIIa) to the carboxamides IVa - IVd. Heating of 1-(ethoxycarbonylmethyl)-2,4-dioxopyrrolidine (XIX) in acetonitrile in the presence of water afforded XVIIIa. Treatment with ammonia led to the diamide XVIIIc, while alkaline hydrolysis of XVIIIa gave the dicarboxylic acid XVIIIb. 4-(Aminomethyl)-1-(4-methylthiobenzyl)-2-oxopyrrolidine (XII) was prepared by the reaction of 4-(methylthio)benzylamine with itac

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32

Petriček, Saša. "Manganese, Cobalt, Nickel and Zinc Complexes with Pyrazine-2-carboxylic Acid." Acta Chimica Slovenica 72, no. 1 (2025): 133–44. https://doi.org/10.17344/acsi.2024.9095.

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New complexes of zinc (1), manganese(II) (2 and 2a), cobalt(II) (3) and nickel(II) chloride (4), with pyzaH (pyrazine-2-carboxylic acid) were synthesized. The pyzaH molecules are coordinated as monodentate ligands only through heterocyclic nitrogen in 1, 2 and 3, as shown by single crystal X-ray diffraction analysis. The chloride ions are coordinated as terminal ligands in 1, [ZnCl2(pyzaH)2]∙2H2O, but act as bridging ligands in the 1D complexes [MCl2(pyzaH)2]n∙2nH2O (M = Mn, 2, Co, 3). The supramolecular architectures of the complexes differ due to the coordination of the chlorides, the hydrog

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33

Sato, Hiroshi, and Ken-ichi Hirose. "Vapor phase hydrolysis of organic chlorides into carboxylic acid over solid acid catalysts." Applied Catalysis A: General 187, no. 1 (1999): 169–73. http://dx.doi.org/10.1016/s0926-860x(99)00206-9.

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34

Massah, A. R., R. J. Kalbasi, M. Toghiani, B. Hojati, and M. Adibnejad. "Hydrotalcite as an Efficient and Reusable Catalyst for Acylation of Phenols, Amines and Thiols Under Solvent-free Conditions." E-Journal of Chemistry 9, no. 4 (2012): 2501–8. http://dx.doi.org/10.1155/2012/872509.

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A wide variety of alcohols, phenols, amines and thiols were efficiently acylated with carboxylic acid anhydrides and chlorides in the presence of Hydrotalcite under solvent-free conditions at room temperature in good to high yields. Eco-friendly conditions and reusability of the catalyst are the most important advantages of this protocol.

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35

Seel, F., and J. Schuh. "Über die Umsetzung von Kupfersulfat mit Carbonsäuren und Carbonsäurederivaten in wäßrigen Lösungen unter hydrothermalen Bedingungen/The Reaction of Copper Sulfate with Carboxylic Acids and their Derivatives in Aqueous Solutions under Hydrothermal Conditions." Zeitschrift für Naturforschung B 42, no. 2 (1987): 157–62. http://dx.doi.org/10.1515/znb-1987-0207.

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Abstract Under hydrothermal conditions aqueous solutions of copper(II) sulfate (1) are reduced by means of saturated fatty acids with hydrogen at the α-atom to yield crystalline copper. In all cases carbon dioxide is liberated and lower fatty acids and ketones can be identified as reaction products. α-Hydroxy and α-aminocarboxylic acids proved to be very effective reducing agents towards 1. The yield of copper varied from 2 to 2.5 mol Cu per 1 mol of amino acid. The reaction of 1 is suppressed by sulfuric acid. The presence of hydrochlorid acid or chlorides leads to the precipitation of copper

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36

Massah, Ahmad Reza, Roozbeh Javad Kalbasi, Mahdiehsadat Khalifesoltani, and Fariba Moshtagh Kordesofla. "ZSM-5-SO3H: An Efficient Catalyst for Acylation of Sulfonamides Amines, Alcohols, and Phenols under Solvent-Free Conditions." ISRN Organic Chemistry 2013 (December 8, 2013): 1–12. http://dx.doi.org/10.1155/2013/951749.

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Sulfonamides amines, alcohols, and phenols were efficiently acylated with carboxylic acid anhydrides and chlorides using ZSM-5-SO3H as catalyst under mild and solvent-free conditions. Also, direct esterification of alcohols with carboxylic acids occurred readily in the presence of this catalyst. Different types of amides and esters were obtained in moderate to high yields and purity after a simple workup. No chromatographic separation is needed for isolation of the acylated product. The catalyst was recovered and reused for up to four times without a noticeable decrease in catalytic activity.

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37

Kantlehner, Willi, Erwin Haug, Willy Kinzy, Oliver Scherr, and Ivo C. Ivanov. "Die Synthese von 2-Methyl-5-phenacyl-1,3,4-thiadiazolen / The Synthesis of 2-Methyl-5-phenacyl-1,3,4-thiadiazoles." Zeitschrift für Naturforschung B 59, no. 4 (2004): 366–74. http://dx.doi.org/10.1515/znb-2004-0403.

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Keywords2,5-Dimethyl-1,3,4-thiadiazole (1a) reacts which aromatic carboxylic acid esters 8a - u in the presence of excessive sodium hydride under condensation to give sodium enolates which afford on hydrolysis the phenacyl-1,3,4-thiadiazoles 9a - u. The action of aromatic carboxylic acid chlorides on 1a in the presence of triethylamine gives rise to the formation of mixtures of diacylated thiadiazole derivatives 16 and 18. In some cases the pure 3-acyl-phenacylidene-2,3-dihydro-1,3,4-thiadiazoles 16 can be isolated. Generally the compounds 16 are rearranged on heating in higher boiling solvent

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38

Xiao, Jing, and Li-Biao Han. "Atom-efficient chlorination of benzoic acids with PCl3 generating acyl chlorides." Journal of Chemical Research 43, no. 5-6 (2019): 205–10. http://dx.doi.org/10.1177/1747519819861316.

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By using PCl3 as the chlorinating reagent, various carboxylic acids are converted into the corresponding acid chlorides in good yields. This method features high atom efficiency in which nearly all three chlorine atoms of PCl3 are used in the chlorination. Moreover, the work-up procedure is simple since the major side product is phosphonic acid [HP(O)(OH)2] which is non-toxic and easily removed by filtration. A possible mechanism is proposed in this paper.

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39

Barluenga, José, José L. Fernandez-Simon, José M. Concellon, and Miguel Yus. "One-Pot Synthesis of 1-Substituted Cyclopropanols from Carboxylic Acid Chlorides." Synthesis 1987, no. 06 (1987): 584–86. http://dx.doi.org/10.1055/s-1987-28016.

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40

Sal'keeva, L. K., M. T. Nurmagambetova, and O. Sh Kurmanaliev. "Mechanism of Reactions of P(III) Amidoesters with Carboxylic Acid Chlorides." Russian Journal of General Chemistry 73, no. 9 (2003): 1495–96. http://dx.doi.org/10.1023/b:rugc.0000016008.08714.a5.

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41

Dworak, Andrzej. "Polymerization of methyl and phenyl oxazoline initiated with carboxylic acid chlorides." Polymer Bulletin 38, no. 1 (1997): 7–13. http://dx.doi.org/10.1007/s002890050012.

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42

Bejan, Iulia, Denis Güclü, Shigeyoshi Inoue, Masaaki Ichinohe, Akira Sekiguchi, and David Scheschkewitz. "Stable Cyclic Silenes from Reaction of Disilenides with Carboxylic Acid Chlorides." Angewandte Chemie International Edition 46, no. 18 (2007): 3349–52. http://dx.doi.org/10.1002/anie.200700067.

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43

Della, EW, and J. Tsanaktsidis. "Synthesis of Bridgehead Halides by Barton Halodecarboxylation." Australian Journal of Chemistry 42, no. 1 (1989): 61. http://dx.doi.org/10.1071/ch9890061.

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Bridgehead carboxylic acids can be converted into their corresponding chlorides very efficiently under Barton halodecarboxylation conditions. Addition of the acid chloride to a suspension of the sodium salt of 1-hydroxypyridine-2(1H)- thione in boiling carbon tetrachloride under irradiation leads to excellent yields of the bridgehead chloride via the derived thiohydroxamic ester. In a useful modification for the synthesis of volatile halides, either 1,1,1-trichloro-2,2,2-trifluoroethane or trichlorofluoromethane can be employed as substitute solvents. It is found that the Barton procedure is a

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44

Ilhan, Ilhan Oezer, Ayse Caglayan, Zuelbiye Oenal, Senem Akkoc, and Mehmet Cadir. "ChemInform Abstract: Reactions of Some Pyrazole-3-carboxylic Acids and Carboxylic Acid Chlorides with Various O- and N-Nucleophiles." ChemInform 45, no. 6 (2014): no. http://dx.doi.org/10.1002/chin.201406143.

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45

Jagtap, Shital, and Poonam Kaswan. "Synthesis and Antimicrobial Activity of Novel Sulfonyl Piperidine Carboxamide Derivatives Prepared from N-Boc-Piperidine-3-carboxylic Acid via Amide Coupling." Asian Journal of Chemistry 37, no. 6 (2025): 1315–21. https://doi.org/10.14233/ajchem.2025.33717.

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Piperidines serve as pivotal synthetic building blocks in the realm of drug design, with their derivatives forming essential parts of a wide range of drugs and alkaloids. This study presents a novel approach involving sulfonyl derivatives of piperidine-3-carboxylic acid, achieved through amide coupling with substituted sulphonyl chlorides. The synthesized compounds underwent characterization via IR, 1H NMR, 13C NMR and MS analyses. Specifically, a series of novel sulphonamides derived from 1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid was synthesized, given the significance of sulphonami

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46

Zaidi, M. G. H., Seema Zaidi, and I. P. Pandey. "Synthesis and Screening of Substituted Thiadiazoles Against Gleophyllum Straitum." E-Journal of Chemistry 1, no. 3 (2004): 184–88. http://dx.doi.org/10.1155/2004/248431.

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Cyclocondensation of a series of substituted phenoxy methylene carboxylic acids with thiosemoicarbazides afforded 2-Amino-5-Aryloxy Methylene –1,3,4 Thiadiazoles (Ia-Ie). The later were subsequently condensed with different phenoxymethylene carboxylic acid chlorides into 2- Aryloxy Methyleneamido-5-Aryloxy Methylene–1,3,4-Thiadiazoloyl Amides. The wood preservation efficiency of the both class of compounds was evaluated against a wood rotting fungusGleophyllum Straitumat different concentrations using food poison technique. In general phenoxy derivatives have shown more control over the growth

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47

Chaudhari, Sachin S., and Krishnacharya G. Akamanchi. "Thionyl Chloride-Benzotriazole in Methylene Chloride: A Convenient Solution for Conversion of Alcohols and Carboxylic Acids Expeditiously into Alkyl Chlorides and Acid Chlorides by Simple Titration." Synlett 1999, no. 11 (1999): 1763–65. http://dx.doi.org/10.1055/s-1999-2943.

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48

Choi, Jung Hoon, Seong Wook Cho, and Beom Sung Kim. "ChemInform Abstract: Electrochemical Organyl Group Transfer of Triorganylboranes to Carboxylic Acid Chlorides and Carboxylic Acid Anhydrides Using Copper Sacrificial Anode." ChemInform 31, no. 8 (2010): no. http://dx.doi.org/10.1002/chin.200008073.

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49

GAZIZOV, T. KH, and L. K. SAL'KEEVA. "ChemInform Abstract: Reactions of Ester Amides of P(III) Acids with Carboxylic Acid Chlorides." ChemInform 22, no. 29 (2010): no. http://dx.doi.org/10.1002/chin.199129217.

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50

Best, WM, and D. Wege. "Intramolecular Diels-Alder Additions of Benzynes to Furans. Exploratory Studies." Australian Journal of Chemistry 39, no. 4 (1986): 635. http://dx.doi.org/10.1071/ch9860635.

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A series of 3-alkoxyanthranilic acids, in which a furan ring is attached to the terminal carbon atom of the alkoxy group, has been prepared. When the chain linking the anthranilic acid and furan ring systems is three or four atoms long, decomposition of the derived diazonium chlorides generates the corresponding benzynes , which are efficiently trapped intramolecularly by the furan moiety. Diazotization of 2-amino-3-furfuryloxybenzoic acid, where the linking chain is two atoms long, results in fragmentation with the formation of 6-diazo-5- oxocyclohexa-1,3-diene-1-carboxylic acid.

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