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Journal articles on the topic 'Aliphatic Aldehydes - Erlenmeyer Synthesis'

Author: Grafiati

Published: 4 June 2021

Last updated: 7 September 2023

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1

Chandrasekhar, Sosale, and Phaneendrasai Karri. "Erlenmeyer azlactone synthesis with aliphatic aldehydes under solvent-free microwave conditions." Tetrahedron Letters 48, no. 5 (January 2007): 785–86. http://dx.doi.org/10.1016/j.tetlet.2006.11.174.

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2

Karade, N. N., S. G. Shirodkar, B. M. Dhoot, and P. B. Waghmare. "Montmorillonite K-10 mediated Erlenmeyer synthesis of 4-arylmethylene-2-phenyl-5(4H)-oxazolones." Journal of Chemical Research 2005, no. 1 (January 2005): 46–47. http://dx.doi.org/10.3184/0308234053431176.

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Aromatic aldehydes and hippuric acid in acetic anhydride undergoes classical Erlenmeyer synthesis in the presence of a catalytic amount of Montmorillonite K-10 to afford the corresponding azlactones in excellent yields with high selectivity. The azlactone formation does not proceed in the absence of either acetic anhydride or Montmorillonite.

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3

Ghosh, Suman Kr, and Rajagopal Nagarajan. "Deep eutectic solvent mediated synthesis of quinazolinones and dihydroquinazolinones: synthesis of natural products and drugs." RSC Advances 6, no. 33 (2016): 27378–87. http://dx.doi.org/10.1039/c6ra00855k.

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A mild and greener protocol was developed to synthesize substituted quinazolinones and dihydroquinazolinones via deep eutectic solvent mediated cyclization with aliphatic, aromatic, and heteroaromatic aldehydes in good to excellent yields.

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4

Zhou, Baocheng, and Wenxing Chen. "The Zwitterionic Imidazolium Salt: First Used for Synthesis of 4-Arylidene-2-phenyl-5(4H)-oxazolones under Solvent-Free Conditions." Journal of Chemistry 2013 (2013): 1–5. http://dx.doi.org/10.1155/2013/280585.

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The zwitterionic imidazolium salt was prepared and characterized by1H NMR. It was first used for synthesis of azlactones via Erlenmeyer synthesis from aromatic aldehydes and hippuric acid under solvent-free conditions. It was found that aldehyde substituents play an important role in these reactions. Better conversions and therefore higher isolated yields were observed when electron-withdrawing groups (EWG-) were present in the aromatic aldehyde. Opposite results were shown when electron-donating groups (EDG-) were present in the aromatic aldehyde. However, azlactones were obtained in moderate to high yields.

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5

Sharma, Vijay Kumar, Anup Barde, and Sunita Rattan. "Design, Synthesis and Characterization of Pyrimidine based Thiazolidinedione Derivatives." Asian Journal of Chemistry 32, no. 5 (2020): 1101–8. http://dx.doi.org/10.14233/ajchem.2020.22565.

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Novel thiazolidine-2,4-dione (TZD) based pyrimidine derivatives have been synthesized by Knoevenagel condensation reaction between thiazolidine-2,4-dione and amino pyrimidinyl aliphatic aldehydes followed by heterogeneous metal reduction. Synthetic strategy involved nucleophillic substitution of hydroxyl protected six membered aliphatic chain on 4,6-dichloropyrimidine followed by Suzuki coupling. This approach is regioselective, efficient and versatile for synthesis of such analogs

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6

Takano, Satoshi, and Shunro Kawaminami. "Eight aliphatic aldehydes from Cirsium dipsacolepis and their stereoselective synthesis." Phytochemistry 26, no. 2 (January 28, 1987): 435–38. http://dx.doi.org/10.1016/s0031-9422(00)81427-2.

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7

Nanda, Samik, Yasuo Kato, and Yasuhisa Asano. "PmHNL catalyzed synthesis of (R)-cyanohydrins derived from aliphatic aldehydes." Tetrahedron: Asymmetry 17, no. 5 (March 2006): 735–41. http://dx.doi.org/10.1016/j.tetasy.2006.02.003.

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8

Schwieter, Kenneth E., and Jeffrey N. Johnston. "Enantioselective synthesis of d-α-amino amides from aliphatic aldehydes." Chemical Science 6, no. 4 (2015): 2590–95. http://dx.doi.org/10.1039/c5sc00064e.

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9

Ramachandran, P. Veeraraghavan, and Debarshi Pratihar. "Acidity-Directed Synthesis of Substituted γ-Butyrolactones from Aliphatic Aldehydes." Organic Letters 9, no. 11 (May 2007): 2087–90. http://dx.doi.org/10.1021/ol0705806.

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10

Bardasov, Ivan N., Anastasiya U. Alekseeva, Oleg V. Ershov, and Dmitry A. Grishanov. "One-pot synthesis of 4-alkyl-2-amino-4H-chromene derivatives." Heterocyclic Communications 21, no. 3 (June 1, 2015): 175–77. http://dx.doi.org/10.1515/hc-2015-0077.

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11

Wang, Min, Heng Jiang, and Zhichang Wang. "Biginelli condensation of aliphatic aldehydes catalysed by zinc methanesulfonate." Journal of Chemical Research 2005, no. 11 (November 2005): 691–93. http://dx.doi.org/10.3184/030823405774909432.

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Three-component condensation of an aliphatic aldehyde, 1,3-dicarbonyl compound and urea proceeds efficiently in absolute ethanol under refluxing temperature using zinc methanesulfonate as a catalyst to afford corresponding 3,4-dihydropyrimidinone. The catalyst can be reused for several times without distinct decrease in reaction yields. The procedure is very useful for the synthesis of dihydropyrimidinones with a wide range of aliphatic aldehydes.

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12

Wei, Rongbiao, Liang Ge, Hongli Bao, Saihu Liao, and Yajun Li. "Copper-Catalyzed Nitrogenation of Aromatic and Aliphatic Aldehydes: A Direct Route to Carbamoyl Azides." Synthesis 51, no. 24 (September 23, 2019): 4645–49. http://dx.doi.org/10.1055/s-0039-1690683.

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An efficient copper-catalyzed synthesis of carbamoyl azides directly from aldehydes has been developed. Both aromatic aldehydes and aliphatic aldehydes, together with other commercially available reactants, can be used as substrates in this radical relay reaction. Broad substrate scope, simple operation, readily available reagents, and good functionality tolerance make this method very attractive.

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13

Mansaray, John, Jiarui Sun, Shisheng Huang, and Weijun Yao. "Direct Synthesis of β,γ-Unsaturated α-Keto Esters from Aldehydes and Pyruvates." Synlett 30, no. 07 (February 25, 2019): 809–12. http://dx.doi.org/10.1055/s-0037-1612255.

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Herein, we describe two practical methods to synthesize β,γ-unsaturated α-keto esters directly from aldehydes and pyruvates promoted by BF3•Et2O in the presence of Ac2O or by Ti(OEt)4 under mild conditions. A variety of aromatic aldehydes was tolerated to afford the desired products in moderate to excellent yield. Moreover, aliphatic aldehydes and Isatin were also employed to give the γ-alkyl β,γ-unsaturated α-keto esters in moderate yield with use of the Ti(OEt)4 system.

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14

Lu, Xiao-Yu, Meng-Yuan Ge, Ting-Hua Tao, Xiao-Mei Sun, Meng-Ting Gao, Shu-Ting Bao, Qi-Le Liu, Ze-Jie Xia, and Jing Xia. "Iron-catalyzed decarboxylative and oxidative decarbonylative cross-coupling: a new strategy for the synthesis of monofluoroalkenes." Organic Chemistry Frontiers 9, no. 3 (2022): 831–37. http://dx.doi.org/10.1039/d1qo01567b.

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15

Borate, Hanumant B., Supriya H. Gaikwad, Ananada S. Kudale, Subhash P. Chavan, Shrikant G. Pharande, Vitthal D. Wagh, and Vikram S. Sawant. "One-step method for the synthesis of aryl olefins from aryl aldehydes and aliphatic aldehydes." Tetrahedron Letters 54, no. 12 (March 2013): 1528–30. http://dx.doi.org/10.1016/j.tetlet.2013.01.008.

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16

Yuan, Jin-Wei, and Wei-Jie Li. "Mg(OCH3)2-mediated one-pot synthesis of α-aminophosphonate derivatives of cytosine under mild conditions." Zeitschrift für Naturforschung B 72, no. 8 (August 28, 2017): 563–71. http://dx.doi.org/10.1515/znb-2017-0044.

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AbstractAn efficient one-pot synthesis of α-aminophosphonates of cytosine with aldehydes, diisopropyl H-phosphite, and cytosine with the help of simple magnesium methanolate was discovered. α-Aminophosphonates of cytosine were obtained in good yields under mild conditions. The reaction tolerates both electron-donating and electron-withdrawing substituents of aromatic and aliphatic aldehydes.

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17

Majewski, Piotr, and Ewa Łukaszewicz. "Synthesis of alkenylphosphonium salts from tributyl[(trimethylsilyl)methylene]phosphorane and enolisable aldehydes." Collection of Czechoslovak Chemical Communications 76, no. 1 (December 1, 2010): 1–11. http://dx.doi.org/10.1135/cccc2010009.

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Efficient synthesis of alkenylphosphonium salts via treatment of enolizable aliphatic aldehydes with tributyl[(trimethylsilyl)methylene]phosphorane has been described. The simple way for preparation of tributyl[(trimethylsilyl)methylene]phosphorane is also presented.

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18

Azizi, Najmadin, Nairreh Dado, and Alireza Khajeh Amiri. "Highly efficient one-pot synthesis of trisubstituted imidazoles under catalyst-free conditions." Canadian Journal of Chemistry 90, no. 2 (February 2012): 195–98. http://dx.doi.org/10.1139/v11-141.

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Operationally simple, atom economical, and scalable synthesis of 2,4,5-trisubstituted imidazoles from benzil, aldehydes, and ammonium acetate is shown to proceed readily in methanol with high yield. The scope of the reaction is quite broad; a variety of aromatic and aliphatic activated and unactivated aldehydes have all been shown to be viable substrates for this reaction. Excellent yields and purity were obtained by washing the products with hot ethanol.

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19

Hatvate, Navnath T., Shrikant M. Ghodse, Krishna N. Mundlod, and Vikas N. Telvekar. "Metal-Free Synthesis of Pyrimidinone Derivatives via Biginelli Reaction Using Aqueous NaICl2." Letters in Organic Chemistry 17, no. 8 (August 18, 2020): 613–17. http://dx.doi.org/10.2174/1570178617666191126095808.

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Metal-free synthesis of pyrimidinone (alky/aryl) via Biginelli reaction in the presence of aqueous sodium dichloroiodate (NaICl2) was studied under reflux conditions. Herein, we first time report the synthesis of the aliphatic Biginelli product by using aliphatic aldehyde, cyclopentane, and urea. Several aromatic and heteroaromatic aldehydes were studied for the confirmation of the wide applicability of aq. NaICl2 for the synthesis of corresponding Biginelli products. The obtained desired products provide good to excellent yield.

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20

Bosica, Giovanna, Riccardo De Nittis, and Ryan Borg. "Solvent-Free, One-Pot, Multicomponent Synthesis of Xanthene Derivatives." Catalysts 13, no. 3 (March 10, 2023): 561. http://dx.doi.org/10.3390/catal13030561.

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An efficient and environmentally benign one-pot condensation of cyclic diketones, aldehydes and naphthols was achieved with 1,4-diazabicyclo[2-2-2]octane supported on Amberlyst-15 as a novel catalyst, producing a variety of benzoxanthenones in good to excellent yields. The advantages of this multicomponent reaction include the use of a heterogeneous catalyst, solventless conditions and a simple methodology that is atom-economical and results in low E-factor values. A total of 17 xanthene derivatives, including two novel molecules, were synthesized and then characterized. Aromatic aldehydes carrying an electron-withdrawing group provided excellent yields. Appreciable results were also obtained using aliphatic aldehydes. The catalyst is fully recyclable and can be reused up to six times.

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21

Yadav, Veena D., Shashikant U. Dighe, and Sanjay Batra. "Synthesis of N-alkyl pyrroles via decarboxylation/dehydration in neutral ionic liquid under catalyst-free conditions." RSC Adv. 4, no. 101 (2014): 57587–90. http://dx.doi.org/10.1039/c4ra09797a.

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22

Martínez, Antonio García, Roberto Martinez Alvarez, Amelia García Fraile, L. R. Subramanian, and M. Hanack. "Synthesis ofgem-Bistriflates: Reaction of Aliphatic Aldehydes with Trifluoromethanesulfonic Acid Anhydride." Synthesis 1987, no. 01 (1987): 49–51. http://dx.doi.org/10.1055/s-1987-27839.

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23

Popovics-Tóth, Nóra, Ádám Tajti, Evelyn Hümpfner, and Erika Bálint. "Synthesis of 3,4-Dihydropyrimidin-2(1H)-one-phosphonates by the Microwave-Assisted Biginelli Reaction." Catalysts 11, no. 1 (December 31, 2020): 45. http://dx.doi.org/10.3390/catal11010045.

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The synthesis of novel 3,4-dihydropyrimidin-2(1H)-one-phosphonates was elaborated by the microwave (MW)-assisted three-component Biginelli reaction of β-ketophosphonates, aromatic or aliphatic aldehydes and urea derivatives. The condensation was optimized on a selected model reaction in respect of the reaction parameters, such as the heating method, the type of the catalyst and solvent, the temperature, the reaction time and the molar ratio of the starting materials. The fast and solvent-free MW-assisted procedure was then extended for the preparation of further new 3,4-dihydropyrimidin-2(1H)-one-phosphonate derivatives starting from different aromatic aldehydes, β-ketophosphonates and urea derivatives to prove the wide scope of the process. As a novel by-product of the Biginelli-type synthesis of 3,4-dihydropyrimidin-2(1H)-one-phosphonates, the 5-diethoxyphosphoryl-4-phenyl-6-styryl-3,4-dihydropyrimidin-2(1H)-one was also isolated and characterized. Our MW-assisted method made also possible the condensation of aliphatic aldehydes, diethyl (2-oxopropyl)phosphonate and urea, which reaction was previously reported to be impossible in the literature.

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24

Yang, Na, and Gaoqing Yuan. "One-pot synthesis of 1,3,4-oxadiazol-2(3H)-ones with CO2 as a C1 synthon promoted by hypoiodite." Organic & Biomolecular Chemistry 17, no. 27 (2019): 6639–44. http://dx.doi.org/10.1039/c9ob01200a.

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25

Bandini, Marco, Pier Giorgio Cozzi, and Achille Umani-Ronchi. "Asymmetric synthesis with "privileged" ligands." Pure and Applied Chemistry 73, no. 2 (January 1, 2001): 325–29. http://dx.doi.org/10.1351/pac200173020325.

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Different types of chiral "privileged" ligands 1 and 2 in promoting enantioselective addition of allylating agents to aliphatic and aromatic aldehydes are described. Here, a new concept in the asymmetric allylation reaction is presented. Redox [Cr (Salen) ] mediated addition of allyl halides to carbonyl compounds is described, and mechanistic investigations are discussed. These results open access to the fascinating area of the catalytic redox processes mediated by metallo-Salen complexes.

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26

Madadi, Elaheh. "Strecker Synthesis of α-aminonitriles Facilitated by N-methyl Imidazolium Acetate." Alinteri Journal of Agriculture Sciences 36, no. 1 (June 22, 2021): 323–27. http://dx.doi.org/10.47059/alinteri/v36i1/ajas21048.

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N-Methyl imidazolium acetate [HMIm]OAc was simply prepared through reaction of N-methyl imidazole with acetic acid and it was applied as a media and promoter for Strecker synthesis of α-aminonitriles. The three component reaction of a variety of structurally different aldehydes and amines with trimethylsilyl cyanide (TMSCN) in the presence of [HMIm]OAc were evaluated. Reaction of aromatic aldehydes and cinnamaldehyde with either aromatic and aliphatic amines provided the corresponding α-aminonitriles in high to excellent isolated yields after short period of time at room temperature.

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27

Paprocki, Daniel, Stanisław Berłożecki, and Ryszard Ostaszewski. "Environmental-friendly one-pot cascade synthesis of 3-cyanopiperidin-2,6-diones." Environmental Chemistry Letters 18, no. 1 (October 5, 2019): 165–70. http://dx.doi.org/10.1007/s10311-019-00915-8.

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Abstract 3-Cyanopiperidin-2,6-diones are key intermediates in the synthesis of several drugs and natural products. We developed one-pot synthesis of 3-cyanopiperidin-2,6-diones by Knoevenagel condensation of cyanoacetic acid and aldehydes, followed by addition of cyanoacetic acid, Achmatowicz reaction and decarboxylation. We tested a wide range of aliphatic and aromatic aldehydes. Products were obtained under simple, environmentally friendly conditions and in yields up to 99%. Substrates were stirred in toluene at reflux, and filtered through short pad of silica gel, and the product was purified by recrystallization.

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28

Arp, Fabian F., Rahym Ashirov, Nattamai Bhuvanesh, and Janet Blümel. "Di(hydroperoxy)adamantane adducts: synthesis, characterization and application as oxidizers for the direct esterification of aldehydes." Dalton Transactions 50, no. 42 (2021): 15296–309. http://dx.doi.org/10.1039/d1dt03243g.

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Four new Ahn adducts, incorporating di(hydroperoxy)adamantane moieties like the displayed o-Tol3PO·(HOO)2C9H14, have been synthesized and applied for the fast, selective, direct esterification of aliphatic and aromatic aldehydes in non-aqueous media.

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29

Rahimizadeh, Mohammad, Hossein Eshghi, Zahra Bakhtiarpoor, and Mehdi Pordel. "Ferric Hydrogensulfate as a Recyclable Catalyst for the Synthesis of Some New bis(indolyl)methane Derivatives." Journal of Chemical Research 2009, no. 5 (May 2009): 269–70. http://dx.doi.org/10.3184/030823409x430194.

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New bis(indolyl)methanes were synthesised in excellent yields by the reaction of indole derivatives with aromatic and aliphatic aldehydes in the presence of ferric hydrogensulfate as an efficient, inexpensive, heterogeneous, reusable and non-toxic catalyst.

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30

Cooze, Christopher, Amarender Manchoju, and Sunil Pansare. "Synthesis of (–)-Muricatacin and (–)-(R,R)-L-Factor Involving an Organocatalytic Direct Vinylogous Aldol Reaction." Synlett 28, no. 20 (August 14, 2017): 2928–32. http://dx.doi.org/10.1055/s-0036-1590858.

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Concise syntheses of the polyketide natural product (–)-muricatacin and (–)-(R,R)-L-factor (natural product enantiomer) were achieved in four steps by employing an organocatalytic asymmetric direct vinylogous aldol reaction of γ-crotonolactone and suitable aliphatic aldehydes as the key step.

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31

Shen, Xiao Xia, Ying Lin Shen, Yi Feng Han, and Qiang Liu. "Synthesis of Symmetrical N,N′-Alkylidene Bisamides Using Zinc Chloride as a Lewis Acid Catalyst." Advanced Materials Research 441 (January 2012): 421–25. http://dx.doi.org/10.4028/www.scientific.net/amr.441.421.

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N,N-alkylidene bisamides were synthesized with good to excellent yields from aliphatic or aromatic aldehydes and amides in the presence of 2 mol % of anhydrous zinc chloride. The synthesis successfully employed Lewis acid as catalyst.

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32

Sheng, Shou‐Ri, Qiu‐Ying Wang, Yi‐Xiang Huang, Qin Xin, and Xiao‐Ling Liu. "Facile Solid‐Phase Synthesis of Aliphatic Aldehydes Using Novel Polymer‐Supported Phenylselenomethyltrimethylsilane." Synthetic Communications 36, no. 4 (March 1, 2006): 429–34. http://dx.doi.org/10.1080/00397910500383451.

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33

Schwieter, Kenneth E., and Jeffrey N. Johnston. "ChemInform Abstract: Enantioselective Synthesis of D-α-Amino Amides from Aliphatic Aldehydes." ChemInform 46, no. 30 (July 2015): no. http://dx.doi.org/10.1002/chin.201530247.

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34

Domínguez de María, Pablo, Martina Pohl, Dörte Gocke, Harald Gröger, Harald Trauthwein, Thomas Stillger, Lydia Walter, and Michael Müller. "Asymmetric Synthesis of Aliphatic 2-Hydroxy Ketones by Enzymatic Carboligation of Aldehydes." European Journal of Organic Chemistry 2007, no. 18 (June 2007): 2940–44. http://dx.doi.org/10.1002/ejoc.200600876.

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35

Surya Prakash Rao, H., and A. Parthiban. "One-pot pseudo three-component reaction of nitroketene-N,S-acetals and aldehydes for synthesis of highly functionalized hexa-substituted 1,4-dihydropyridines." Org. Biomol. Chem. 12, no. 32 (2014): 6223–38. http://dx.doi.org/10.1039/c4ob00628c.

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Pseudo three-component condensation of aliphatic/aromatic/α,β-unsaturated aldehydes and nitroketene-N,S-acetals to afford diversely functionalized hexa-substituted 1,4-dihydropyridines under 2-aminopyridine catalysis was achieved.

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36

Borate, Hanumant B., Supriya H. Gaikwad, Ananada S. Kudale, Subhash P. Chavan, Shrikant G. Pharande, Vitthal D. Wagh, and Vikram S. Sawant. "ChemInform Abstract: One-Step Method for the Synthesis of Aryl Olefins from Aryl Aldehydes and Aliphatic Aldehydes." ChemInform 44, no. 26 (June 6, 2013): no. http://dx.doi.org/10.1002/chin.201326049.

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37

Ramaiah, Manjunatha M., Nanjunda Swamy Shivananju, and Priya Babu Shubha. "A Facile, Efficient and Solvent-Free Titanium (IV) Ethoxide Catalysed Knoevenagel Condensation of Aldehydes and Active Methylenes." Letters in Organic Chemistry 17, no. 2 (January 7, 2020): 107–15. http://dx.doi.org/10.2174/1570178616666190401194641.

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: Titanium ethoxide has been employed as a novel and efficient reagent for the Knoevenagel condensation of aldehydes with active methylenes such as diethyl malonate and ethyl cyanoacetate under solvent free conditions to afford substituted olefins in high to excellent yields. The reaction is suitable for a variety of aromatic, aliphatic and heteroaromatic aldehydes with various active methylenes. Parallel to this, microwave irradiation has been utilized to achieve improved reaction rates and enhanced yields. Herein, we illustrated a convenient method for the preparation of α,β-unsaturated compounds using both conventional and microwave irradiation methods. An efficient and solvent free Knoevenagel condensation between aldehydes and active methylenes was developed using titanium ethoxide. The procedure proved to be successful with a wide range of substrates such as aromatic, aliphatic and heterocyclic aldehydes and various active methylenes to afford substituted olefins. The reaction was also carried out under microwave irradiation to accomplish the corresponding olefins with improved reaction rates, yields and cleaner reaction profiles.We have developed an efficient and novel methodology for the synthesis of olefinic compounds by Knoevenagel condensation under solvent-free conditions using titanium ethoxide, for the first time, as a reagent as well as a solvent. This method is appropriate for the synthesis of a variety of aromatic aldehydes containing various electron-donating and withdrawing groups, aliphatic and heteroaromatic aldehydes. The significant advantages offered by this methodology could be applied to various active methylenes in order to offer the corresponding Knoevenagel products. Thus, we believe that this method delivers high conversions, cleaner reaction profiles under solvent-free reaction conditions and shorter reaction times, all of which make it a very useful and attractive approach for the preparation of a wide range of substituted olefins.

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38

Zakrzewski, Jerzy. "Reactions of nitroxides XIII: Synthesis of the Morita–Baylis–Hillman adducts bearing a nitroxyl moiety using 4-acryloyloxy-2,2,6,6-tetramethylpiperidine-1-oxyl as a starting compound, and DABCO and quinuclidine as catalysts." Beilstein Journal of Organic Chemistry 8 (September 12, 2012): 1515–22. http://dx.doi.org/10.3762/bjoc.8.171.

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39

Opsenica, Igor, Vladimir Ajdačić, Andrea Nikolić, Michael Kerner, and Peter Wipf. "Reevaluation of the Palladium/Carbon-Catalyzed Decarbonylation of Aliphatic Aldehydes." Synlett 29, no. 13 (June 28, 2018): 1781–85. http://dx.doi.org/10.1055/s-0037-1610433.

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An improved method for the decarbonylation of aliphatic aldehydes by using a commercially available Pd/C catalyst is described. The reaction conditions are suitable for linear, cyclic, or sterically demanding substrates, as they afford the corresponding alkanes in yields of up to 99%. In addition, this Pd/C-catalyzed method exhibits good functional-group tolerance. A comparison of previously reported methods with the present one showed that the reaction conditions play a crucial role in the outcome of the reaction. The method can also be applied in a two-step reaction sequence for the synthesis of industrially important compounds.

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40

Mikhalchenko, Oksana S., Dina V. Korchagina, Konstantin P. Volcho, and Nariman F. Salakhutdinov. "A practical way to synthesize chiral fluoro-containing polyhydro-2H-chromenes from monoterpenoids." Beilstein Journal of Organic Chemistry 12 (April 6, 2016): 648–53. http://dx.doi.org/10.3762/bjoc.12.64.

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Conditions enabling the single-step preparative synthesis of chiral 4-fluoropolyhydro-2H-chromenes in good yields through a reaction between monoterpenoid alcohols with para-menthane skeleton and aldehydes were developed for the first time. The BF3·Et2O/H2O system is used both as a catalyst and as a fluorine source. The reaction can involve aliphatic aldehydes as well as aromatic aldehydes containing various acceptor and donor substituents. 4-Hydroxyhexahydro-2H-chromenes were demonstrated to be capable of converting to 4-fluorohexahydro-2H-chromenes under the developed conditions, the reaction occurs with inversion of configuration.

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41

Theodoropoulou, Maria A., Nikolaos F. Nikitas, and Christoforos G. Kokotos. "Aldehydes as powerful initiators for photochemical transformations." Beilstein Journal of Organic Chemistry 16 (April 23, 2020): 833–57. http://dx.doi.org/10.3762/bjoc.16.76.

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Photochemistry, the use of light to promote organic transformations, has been known for more than a century but only recently has revolutionized the way modern chemists are thinking. Except from transition metal-based complexes, small organic molecules have been introduced as catalysts or initiators. In this review, we summarize the potential that (aromatic or aliphatic) aldehydes have as photoinitiators. The photophysical properties and photoreactivity of benzaldehyde are initially provided, followed by applications of aldehydes as initiators for polymerization reactions. Finally, the applications to date regarding aldehydes as photoinitiators in organic synthesis are presented.

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42

Grygorenko, Oleksandr, Andriy Bondarenko, Andrey Tolmachev, and Bohdan Vashchenko. "Synthesis of Functionalized 1,4-Dioxanes with an Additional (Hetero)Aliphatic Ring." Synthesis 50, no. 18 (July 20, 2018): 3696–707. http://dx.doi.org/10.1055/s-0037-1610195.

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An approach to the preparation of 2-mono-, 2,2- and 2,3-disubstituted 1,4-dioxane derivatives is described. The reaction sequence commences from readily available epoxides, in most cases prepared via the Corey–Chaikovsky reaction of the corresponding aldehydes and ketones. The key step of the method is epoxide ring opening with ethylene glycol monosodium salt, followed by further cyclization of the diols obtained. The utility of the approach was demonstrated by multigram preparation of novel functionalized 1,4-dioxanes bearing additional cycloalkane, piperidine or pyrrolidine rings, mostly spirocyclic compounds, which are advanced building blocks for medicinal chemistry.

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43

Gatera, Tharcisse, Daijiao Zhuang, and Rulong Yan. "One-Pot, Catalyst-Free Synthesis of Nitriles from Aldehydes Using Aminating Reagent MsONH3OTf." Synlett 33, no. 02 (November 26, 2021): 182–86. http://dx.doi.org/10.1055/s-0041-1737293.

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AbstractAn eco-friendly protocol to synthesize nitriles from their corresponding aromatic and aliphatic aldehydes in excellent yields has been developed. This is a catalyst-free protocol which employs an aminating reagent (MsONH3OTf) under mild conditions. The hydroxylamine triflic acid salts (MsONH3OTf) acted as the N source for this protocol. Our protocol proved to be easy to perform and presented good functional group tolerance.

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44

Yoshida, Kunihisa, and Hideki Kuwata. "Cathodic carbonylation. Synthesis of aliphatic aldehydes using an electroreductively generated iron-carbonyl anion." Journal of the Chemical Society, Perkin Transactions 1, no. 15 (1996): 1873. http://dx.doi.org/10.1039/p19960001873.

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45

Bari, M. A., M. M. Karim, M. M. Hoque, and M. A. J. Miah. "Characterization and Synthesis of Some α, β-unsaturated Ester Derivatives from Aliphatic Aldehydes." Journal of Scientific Research 2, no. 2 (April 26, 2010): 343–50. http://dx.doi.org/10.3329/jsr.v2i2.4167.

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Ethyl diazoacetate compound is useful synthetic intermediates for α, β-unsaturated ester in organic synthesis but, due to its toxicity and unpredictable explosive behaviour, its unique reactivity has not been fully exploited and the use on large scale has been avoided. We have developed a reliable method that generates EDA compound in situ. Our approach is based on the Wittig reaction, which utilizes EDA as diazo precursors. In the presence of Cu(OTf)2, we found that diazo compounds can be cleanly converted to alkenyl compounds under mild reaction conditions and in a narrow range of solvents. These diazo compounds can then be induced to react directly with aldehydes to synthesize olefin. We have shown the usefulness of this chemistry in a number of different transformations, such as Wittig olefination reactions chemistry as applied toward the synthesis of more complicated molecules. Keywords: α, β-unsaturated ester; Acryclic acid ethyl ester; Aliphatic aldehyde; Cu(II) triflate; Triphenylphosphine. © 2010 JSR Publications. ISSN: 2070-0237 (Print); 2070-0245 (Online). All rights reserved. DOI: 10.3329/jsr.v2i2.4167 J. Sci. Res. 2 (2), 343-350 (2010)

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46

He, Ying, Tai-Ran Kang, Quan-Zhong Liu, Lian-Mei Chen, Yi-Lian Tu, Ya-Jun Liu, Tang-Bin Chen, et al. "One-Pot Synthesis of Optically Enriched 2-Piperidinones from Aliphatic Aldehydes and Cyanoacrylamides." Organic Letters 15, no. 16 (August 8, 2013): 4054–57. http://dx.doi.org/10.1021/ol401951g.

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47

Selvam, Nagarajan Panneer, Sundar Saranya, and Paramasivan T. Perumal. "A convenient and efficient protocol for the synthesis of symmetrical N,N′-alkylidine bisamides by sulfamic acid under solvent-free conditions." Canadian Journal of Chemistry 86, no. 1 (January 1, 2008): 32–38. http://dx.doi.org/10.1139/v07-134.

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A simple and convenient approach to the synthesis of symmetrical N,N′-alkylidine bisamides is described. Aromatic and aliphatic nitriles react with aromatic aldehydes in the presence of sulfamic acid to give the corresponding bisamides in moderate yields.Key words: alkylidine bisamides, nitrile, sulfamic acid.

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48

Hu, Zhiguo, and Zhibing Dong. "One-pot Synthesis of the derivatives of 2-cyclopent-2-en-1-one by SOCl2/EtOH." Journal of Chemical Research 2007, no. 8 (August 2007): 461–63. http://dx.doi.org/10.3184/030823407x237803.

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A simple and efficient method for the synthesis of derivatives of cyclopent-2-en-1-one is presented. Aromatic aldehydes reacted with aliphatic ketones in the presence of thionyl chloride in anhydrous ethanol to give seven derivatives of 2-cyclopenten-1-one in one step with reasonable yields. The structures of the products were established.

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49

Sobhani, Sara, Elham Safaei, Mozaffar Asadi, Fariba Jalili, and Zahra Tashrifi. "Efficient synthesis of secondary and primary dialkyl α-aminophosphonates catalyzed by tetramethyl-tetra-3,4-pyridinoporphyrazinato copper(II) methyl sulfate under solvent-free conditions." Journal of Porphyrins and Phthalocyanines 12, no. 07 (July 2008): 849–56. http://dx.doi.org/10.1142/s1088424608000248.

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An efficient method for the synthesis of secondary and primary dialkyl α-aminophosphonates under solvent-free conditions by one-pot reaction of aldehydes/ketones, amines/ammonium acetate and trialkyl/diethyl phosphite in the presence of a low catalytic amount of [ Cu (3,4-tmtppa)]( MeSO 4)4(0.16 mol%) as a highly stable and reusable catalyst, is described. By this method, aromatic, aliphatic, cyclic and heterocyclic aldehydes, hindered and cage ketones are converted into their corresponding α-aminophosphonates in good to excellent yields.

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50

Delgado-Hernández, Samuel, Fernando García-Tellado, and David Tejedor. "Cyanovinylation of Aldehydes: Organocatalytic Multicomponent Synthesis of Conjugated Cyanomethyl Vinyl Ethers." Molecules 26, no. 14 (July 6, 2021): 4120. http://dx.doi.org/10.3390/molecules26144120.

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A novel organocatalytic multicomponent cyanovinylation of aldehydes was designed for the synthesis of conjugated cyanomethyl vinyl ethers. The reaction was implemented for the synthesis of a 3-substituted 3-(cyanomethoxy)acrylates, using aldehydes as substrates, acetone cyanohydrin as the cyanide anion source, and methyl propiolate as the source of the vinyl component. The multicomponent reaction is catalyzed by N-methyl morpholine (2.5 mol%) to deliver the 3-(cyanomethoxy)acrylates in excellent yields and with preponderance of the E-isomer. The multicomponent reaction manifold is highly tolerant to the structure and composition of the aldehyde (aliphatic, aromatic, heteroaromatics), and it is instrumentally simple (one batch, open atmospheres), economic (2.5 mol% catalyst, stoichiometric reagents), environmentally friendly (no toxic waste), and sustainable (easy scalability).

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