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Journal articles on the topic 'Aliphatic nitriles'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Bhalla, Tek Chand, and Harish Kumar. "Nocardia globerula NHB-2: a versatile nitrile-degrading organism." Canadian Journal of Microbiology 51, no. 8 (2005): 705–8. http://dx.doi.org/10.1139/w05-046.

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A versatile nitrile-degrading bacterium was isolated by enrichment culture from the soil of a forest near Manali, Himachal Pradesh, India, and was identified as Nocardia globerula. This organism contains 3 enzymes with nitrile-degrading activity: nitrilase, nitrile hydratase, and amidase. Nocardia globerula NHB-2 cells grown on nutrient broth supplemented with 1% glucose and 0.1% yeast extract exhibited nitrile hydratase–amidase activity specific for saturated aliphatic nitriles or amide, while addition of acetonitrile in nutrient broth yielded cells with nitrile hydratase–amidase that in addi

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2

Sharma, Nikhil, Neerja Thakur, Tilak Raj, Savitri, and Tek Chand Bhalla. "Mining of Microbial Genomes for the Novel Sources of Nitrilases." BioMed Research International 2017 (2017): 1–14. http://dx.doi.org/10.1155/2017/7039245.

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Next-generation DNA sequencing (NGS) has made it feasible to sequence large number of microbial genomes and advancements in computational biology have opened enormous opportunities to mine genome sequence data for novel genes and enzymes or their sources. In the present communication in silico mining of microbial genomes has been carried out to find novel sources of nitrilases. The sequences selected were analyzed for homology and considered for designing motifs. The manually designed motifs based on amino acid sequences of nitrilases were used to screen 2000 microbial genomes (translated to p

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3

Dhillon, Jasvinder, Suneel Chhatre, Rishi Shanker, and N. Shivaraman. "Transformation of aliphatic and aromatic nitriles by a nitrilase from Pseudomonas sp." Canadian Journal of Microbiology 45, no. 10 (1999): 811–15. http://dx.doi.org/10.1139/w99-087.

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A Pseudomonas sp. (S1) isolated from a garden soil possessed a unique nitrilase, which is capable of catalyzing the direct hydrolysis of both potassium and organic cyanides to their corresponding carboxylic acids and ammonia, without the formation of amide as an intermediate. The nitrilase was purified with 4.8% recovery in three steps from a cell extract of the strain. The relative mobility of the homogenous enzyme preparation in SDS and native polyacrylamide gels indicated molecular weight of 41 kDa, approximately. Pseudomonas sp. (S1) utilized all the nitriles as carbon and nitrogen sources

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4

Umesh Patil, Bharat Sonawane, Balaji Madje, and Sayujjata Vaidya. "One Pot Synthesis of Alkyl Nitriles." International Journal of Scientific Research in Science, Engineering and Technology 11, no. 5 (2024): 05–09. http://dx.doi.org/10.32628/ijsrset2411415.

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A one-pot synthesis method to produce alkyl nitriles using the corresponding aliphatic carboxylic acid has been developed. The process involves treating the aliphatic acid with thionyl chloride to obtain the corresponding aliphatic acid chloride, which is then further treated with anhydrous ammonia gas to yield the respective aliphatic acid amide. The intermediate corresponding amide is dehydrated with thionyl chloride to obtain alkyl nitrile with a quantitative yield.

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5

Heinemann, Ute, Dirk Engels, Sibylle Bürger, Christoph Kiziak, Ralf Mattes, and Andreas Stolz. "Cloning of a Nitrilase Gene from the Cyanobacterium Synechocystis sp. Strain PCC6803 and Heterologous Expression and Characterization of the Encoded Protein." Applied and Environmental Microbiology 69, no. 8 (2003): 4359–66. http://dx.doi.org/10.1128/aem.69.8.4359-4366.2003.

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ABSTRACT The gene encoding a putative nitrilase was identified in the genome sequence of the photosynthetic cyanobacterium Synechocystis sp. strain PCC6803. The gene was amplified by PCR and cloned into an expression vector. The encoded protein was heterologously expressed in the native form and as a His-tagged protein in Escherichia coli, and the recombinant strains were shown to convert benzonitrile to benzoate. The active enzyme was purified to homogeneity and shown by gel filtration to consist probably of 10 subunits. The purified nitrilase converted various aromatic and aliphatic nitriles

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6

Oestreich, Martin, and Simon Wübbolt. "Exhaustive Chemoselective Reduction of Nitriles by Catalytic Hydrosilylation Involving Cooperative Si–H Bond Activation." Synlett 28, no. 18 (2017): 2411–14. http://dx.doi.org/10.1055/s-0036-1588441.

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A chemoselective method for the catalytic hydrosilylation of nitriles to either the imine or amine oxidation level is reported. The chemoselectivity is controlled by the hydrosilane used. The usefulness of the nitrile-to-amine reduction is demonstrated for a diverse set of aromatic and aliphatic nitriles, and the amines are easily isolated after hydrolysis as their hydrochloride salts. This exhaustive nitrile reduction proceeds at room temperature.

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7

Yeom, Soo-Jin, Hye-Jung Kim, Jung-Kul Lee, Dong-Eun Kim, and Deok-Kun Oh. "An amino acid at position 142 in nitrilase from Rhodococcus rhodochrous ATCC 33278 determines the substrate specificity for aliphatic and aromatic nitriles." Biochemical Journal 415, no. 3 (2008): 401–7. http://dx.doi.org/10.1042/bj20080440.

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Nitrilase from Rhodococcus rhodochrous ATCC 33278 hydrolyses both aliphatic and aromatic nitriles. Replacing Tyr-142 in the wild-type enzyme with the aromatic amino acid phenylalanine did not alter specificity for either substrate. However, the mutants containing non-polar aliphatic amino acids (alanine, valine and leucine) at position 142 were specific only for aromatic substrates such as benzonitrile, m-tolunitrile and 2-cyanopyridine, and not for aliphatic substrates. These results suggest that the hydrolysis of substrates probably involves the conjugated π-electron system of the aromatic r

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8

Zhao, Yiyong, Guangyao Mei, Haibo Wang, Guofu Zhang, and Chengrong Ding. "SO2F2-Promoted Dehydration of Aldoximes: A Rapid and Simple Access to Nitriles." Synlett 30, no. 12 (2019): 1484–88. http://dx.doi.org/10.1055/s-0037-1611840.

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A rapid, simple and mild process for the dehydration of aldoximes to give the corresponding nitriles, which utilizes SO2F2 as an efficient reagent, has been developed. A variety of (hetero)arene, alkene, alkyne and aliphatic aldoximes proceeded with high efficiency to afford nitriles in excellent to quantitative yields with great functional group compatibilities in acetonitrile under ambient conditions. Furthermore, an eco-friendly synthetic protocol to access nitriles from aldehydes with ortho-, meta- and para-nitrile groups was also described in aqueous methanol by using inorganic base Na2CO

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9

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 (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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10

Wei, Xiu-Zhi, Jianguo Liu, and Longlong Ma. "One-Pot Tandem Synthesis of Nitriles and Amides from Biomass Platform Compounds." Catalysis Research 2, no. 1 (2021): 1. http://dx.doi.org/10.21926/cr.2201004.

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In recent years, research on converting biomass platform compounds into high-value chemicals and pharmaceutical intermediates has garnered huge interest. Nitrile and amide groups are key structures in natural products and biologically active molecules. The direct conversion of biomass platform compounds into nitriles and amides will undoubtedly be an important guide for biomass utilization. In this paper, a facile and efficient triphosgene-assisted one-pot conversion for aldehydes and ketones into nitrile and amides is presented. Triphosgene is a phosgene alternative that contains both ester l

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11

NORTH, M. "ChemInform Abstract: Nitriles: General Methods and Aliphatic Nitriles." ChemInform 27, no. 31 (2010): no. http://dx.doi.org/10.1002/chin.199631283.

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12

Yang, Shuang, Tianqi Zhang, Pei Yao, Rui Li, and Jing Li. "Nitrilases NIT1/2/3 Positively Regulate Resistance to Pseudomonas syringae pv. tomato DC3000 Through Glucosinolate Metabolism in Arabidopsis." International Journal of Molecular Sciences 25, no. 23 (2024): 12895. https://doi.org/10.3390/ijms252312895.

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Nitrilases, found to have a common presence in the plant kingdom, are capable of converting nitriles into their corresponding carboxylic acids through hydrolysis. In Arabidopsis, the nitrilases NIT1, NIT2, and NIT3 catalyze the formation of indole-3-acetonitrile (IAN) into indole-3-acetic acid (IAA). Notably, IAN can originate from the breakdown products of indole glucosinolates. Glucosinolates, which are plant secondary metabolites commonly found in cruciferous plants, and their breakdown products, are crucial for plant defense against pathogens. In our study, we found that nitrilases positiv

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13

Naruto, Hiroki, and Hideo Togo. "Preparation of 2-Arylquinolines from 2-Arylethyl Bromides and Aromatic Nitriles with Magnesium and N-Iodosuccinimide." Synthesis 52, no. 07 (2020): 1122–30. http://dx.doi.org/10.1055/s-0039-1691642.

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Treatment of 2-arylethylmagnesium bromides, prepared from 2-arylethyl bromides and magnesium, with aromatic nitriles, followed by reaction with water and then with N-iodosuccinimide under irradiation with a tungsten lamp, gave the corresponding 2-arylquinolines in good to moderate yields under transition-metal-free conditions. 2-Alkylquinolines could be also obtained in moderate yields by the same procedure with 2-arylethyl bromides, magnesium, aliphatic nitriles bearing a secondary alkyl group, and N-iodosuccinimide.

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14

Wöhrle, D., and G. Helling. "Unsaturated polymers from aliphatic nitriles." Journal of Polymer Science: Polymer Symposia 42, no. 1 (2007): 443–50. http://dx.doi.org/10.1002/polc.5070420150.

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15

Nasr-Esfahani, Masoud, Morteza Montazerozohori, and Najmeh Filvan. "Ultrasound-assisted catalytic synthesis of acyclic imides in the presence of p-toluenesulfonic acid under solvent free conditions." Journal of the Serbian Chemical Society 77, no. 4 (2012): 415–21. http://dx.doi.org/10.2298/jsc110511168n.

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A rapid and convenient preparation of acyclic imides by the reaction of aliphatic and aromatic nitriles with acyclic carboxylic anhydride in the presence of catalytic amounts of p-toluenesulfonic acid under thermal or ultrasonic conditions is reported. The advantages of this procedure are moderate reaction times, good to excellent yields, use of inexpensive and ecofriendly catalyst. The reaction of nitriles with aliphatic anhydrides proceeds in thermal conditions, while by the use of ultrasound irradiations these reactions get accelerated.

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16

Krishnakumar, Varadhan, та Chidambaram Gunanathan. "Ruthenium-catalyzed selective α-deuteration of aliphatic nitriles using D2O". Chemical Communications 54, № 63 (2018): 8705–8. http://dx.doi.org/10.1039/c8cc03971b.

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17

Dhillon, J. K., and N. Shivaraman. "Biodegradation of cyanide compounds by a Pseudomonas species (S1)." Canadian Journal of Microbiology 45, no. 3 (1999): 201–8. http://dx.doi.org/10.1139/w99-014.

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A Pseudomonas sp. (S1), isolated from soil by an enrichment technique was tested for its potential to degrade different cyanide compounds. Further, biodegradation/biotransformation of binary mixtures of the cyanide compounds by the culture was also studied. The results indicated that the culture could grow on the following nitriles by using them as carbon and nitrogen sources: acetonitrile, butyronitrile, acrylonitrile, adiponitrile, benzonitrile, glutaronitrile, phenylacetonitrile, and succinonitrile. Studies on the biodegradation of these cyanide compounds in binary mixtures showed that the

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18

Hinzmann, Alessa, Selina Sophie Druhmann, and Harald Gröger. "Synthesis of Bifunctional Molecules for the Production of Polymers Based on Unsaturated Fatty Acids as Bioderived Raw Materials." Sustainable Chemistry 1, no. 3 (2020): 275–89. http://dx.doi.org/10.3390/suschem1030018.

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Currently, investigations of polymer-building blocks made from biorenewable feedstocks such as, for example, fatty acids, are of high interest for the chemical industry. An alternative synthesis of nitrile-substituted aliphatic carboxylic acids as precursors for ω-amino acids, which are useful to produce polymers, was investigated starting from biorenewable fatty acids. By hydroformylation of unsaturated fatty acids or unsaturated acids being accessible from unsaturated fatty acids by cross-metathesis reactions, aldehydes are formed. In this work, the hydroformylation of such unsaturated acids

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19

Sorokin, Dimitry Y., Sander van Pelt, Tatjana P. Tourova, and Gerard Muyzer. "Microbial Isobutyronitrile Utilization under Haloalkaline Conditions." Applied and Environmental Microbiology 73, no. 17 (2007): 5574–79. http://dx.doi.org/10.1128/aem.00342-07.

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ABSTRACT The utilization of isobutyronitrile (iBN) as a C and N source under haloalkaline conditions by microbial communities from soda lake sediments and soda soils was studied. In both cases, a consortium consisting of two different bacterial species capable of the complete degradation and utilization of iBN at pH 10 was selected. The soda lake sediment consortium consisted of a new actinobacterium and a gammaproteobacterium from the genus Marinospirillum. The former was capable of fast hydrolysis of aliphatic nitriles to the corresponding amides and much-slower further hydrolysis of the ami

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20

Primo, Ana, Marta Puche, Octavian D. Pavel, et al. "Graphene oxide as a metal-free catalyst for oxidation of primary amines to nitriles by hypochlorite." Chemical Communications 52, no. 9 (2016): 1839–42. http://dx.doi.org/10.1039/c5cc09463a.

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21

Eshghi, Hossein, Seyed Mohammad Seyedi, and Elaheh Rahimi Zarei. "Ferric Hydrogensulfate As a Reusable Heterogeneous Catalyst for the Synthesis of 5-Substituted-1H-Tetrazoles and Amides." ISRN Organic Chemistry 2011 (March 29, 2011): 1–5. http://dx.doi.org/10.5402/2011/195850.

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Ferric hydrogensulfate catalyzed the synthesis of 5-substituted 1H-tetrazoles via [2 + 3] cycloaddition of nitriles and sodium azide. This method has the advantages of high yields, simple methodology, and easy workup. The catalyst can be recovered by simple filtration and reused delivering good yields. Also, ferric hydrogensulfate catalyzed the hydrolysis of nitriles to primary amides under aqueous conditions. Various aliphatic and aromatic nitriles converted to the corresponding amides in good yields without any contamination with carboxylic acids.

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22

Chiba, Shunsuke, and Derek Yiren Ong. "Controlled Reduction of Nitriles by Sodium Hydride and Zinc Chloride." Synthesis 52, no. 09 (2020): 1369–78. http://dx.doi.org/10.1055/s-0039-1690838.

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A new protocol for the controlled reduction of nitriles to aldehydes was developed using a combination of sodium hydride and zinc chloride. The iminyl zinc intermediates derived from aromatic nitriles could be further functionalized with allylmetal nucleophiles to afford homoallylamines. As the method allows the reduction of various aliphatic and aromatic nitriles with a concise procedure under milder reaction conditions and exhibits wide functional group compatibility, it is well suited for use in various opportunities in chemical synthesis.

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23

Wang, Jiansheng, Yusen Shen, Xiaoguang Sheng, et al. "Unravelling Glucoraphanin and Glucoerucin Metabolism across Broccoli Sprout Development: Insights from Metabolite and Transcriptome Analysis." Plants 13, no. 6 (2024): 750. http://dx.doi.org/10.3390/plants13060750.

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Variations in the concentration of glucoraphanin (GRA) and glucoerucin (GER), as well as the corresponding breakdown products, isothiocyanates (ITCs) and nitriles, were investigated during the growth of broccoli sprouts. The concentrations of GRA and GER decreased sharply from 33.66 µmol/g to 11.48 µmol/g and 12.98 µmol/g to 8.23 µmol/g, respectively, after seed germination. From the third to the seventh day, both GRA and GER were maintained as relatively stable. The highest concentrations of sulforaphane (17.16 µmol/g) and erucin (12.26 µmol/g) were observed on the first day. Hereafter, the c

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24

Nauth, Alexander M., Tim Konrad, Zaneta Papadopulu, Nina Vierengel, Benjamin Lipp та Till Opatz. "Synthesis of α-aminonitriles using aliphatic nitriles, α-amino acids, and hexacyanoferrate as universally applicable non-toxic cyanide sources". Green Chemistry 20, № 18 (2018): 4217–23. http://dx.doi.org/10.1039/c8gc01730a.

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25

Shu, Xiao, Yuan-Yuan Jiang, Lei Kang, and Luo Yang. "Ni-Catalyzed hydrocyanation of alkenes with formamide as the cyano source." Green Chemistry 22, no. 9 (2020): 2734–38. http://dx.doi.org/10.1039/c9gc04275j.

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26

Guo, Beibei, Johannes G. de Vries, and Edwin Otten. "Hydration of nitriles using a metal–ligand cooperative ruthenium pincer catalyst." Chemical Science 10, no. 45 (2019): 10647–52. http://dx.doi.org/10.1039/c9sc04624k.

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27

Caldarelli, Marina, Giovanni Biasoli, Paolo Cozzi, and Nicola Mongelli. "Novel synthesis of aliphatic nitriles from amidines." Tetrahedron Letters 39, no. 21 (1998): 3551–54. http://dx.doi.org/10.1016/s0040-4039(98)00546-2.

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28

Goldstein, E., and N. L. Allinger. "Molecular mechanics calculations (MM2) on aliphatic nitriles." Journal of Molecular Structure: THEOCHEM 188, no. 1-2 (1989): 149–57. http://dx.doi.org/10.1016/0166-1280(89)85033-x.

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29

Chakraborty, Subrata, Gregory Leitus, and David Milstein. "Selective hydrogenation of nitriles to primary amines catalyzed by a novel iron complex." Chemical Communications 52, no. 9 (2016): 1812–15. http://dx.doi.org/10.1039/c5cc08204h.

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A novel complex based on earth-abundant iron, and its application in the catalytic homogeneous hydrogenation of (hetero)aromatic, benzylic, and aliphatic nitriles to selectively form primary amines is discovered.

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30

Tavakoli, Ghazal, and Martin H. G. Prechtl. "The reductive deaminative conversion of nitriles to alcohols using para-formaldehyde in aqueous solution." Catalysis Science & Technology 9, no. 21 (2019): 6092–101. http://dx.doi.org/10.1039/c9cy01484e.

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We report herein, for the first time, the application of para-formaldehyde (pFA) to the reductive deamination of both aliphatic and aromatic nitriles in aqueous solution under transfer hydrogenation conditions.

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31

Sulistinah, Nunik. "KEMAMPUAN Flavobacterium sp NUB1 DALAM MENGGUNAKAN ALIFATIK NITRIL UNTUK PERTUMBUHANNYA." Jurnal Teknologi Lingkungan 11, no. 3 (2016): 425. http://dx.doi.org/10.29122/jtl.v11i3.1188.

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A bacteria isolate capable utilizing 1% (v/v) acetonitrile and butironitrile as thesolesource of carbon and nitrogen was isolated from industrial effluents ofPTPetrokimia-Gresik and identified as Flavobacterium sp NUB1. The bacteriaisolatewas able to grow in both acetonitrile and butironitrile at concentrationofup to 4% (v/v). The highest growth was reached at 1% concentration ofacetonitrileand butironitrile, but the bacteria isolate was not able to grow onacrilonitrile.The specific growth rate (μ) of the isolate was 0,029 h-1. Themajorobjective of this study was to explore the abilities of th

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32

Zhou, Yu-Ling, Jun-Jia Chen, Jing Cheng, and Luo Yang. "Cu-Catalyzed alkylation–cyanation type difunctionalization of styrenes with aliphatic aldehydes and TMSCN via decarbonylation." Organic & Biomolecular Chemistry 20, no. 6 (2022): 1231–35. http://dx.doi.org/10.1039/d1ob02376d.

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Abundant linear, α-mono- and di-substituted aliphatic aldehydes are decarbonylated into primary, secondary and tertiary alkyl radicals for the alkylation–cyanation of styrene derivatives to provide various carbon-chain elongated nitriles.

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33

Olivares, Marta, Pascal Knörr, and Martin Albrecht. "Aerobic dehydrogenation of amines to nitriles catalyzed by triazolylidene ruthenium complexes with O2 as terminal oxidant." Dalton Transactions 49, no. 6 (2020): 1981–91. http://dx.doi.org/10.1039/c9dt04873a.

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Pyridyl-substituted mesoionic triazolylidene ruthenium cymene complexes catalyze the oxidation of both aromatic and aliphatic amines to nitriles with high activity and selectivity under benign conditions using dioxygen as the terminal oxidant.

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34

Patil, Vijay S., Kamlakar P. Nandre, Amulrao U. Borse, and Sidhanath V. Bhosale. "InCl3-Catalyzed [2+3] Cycloaddition Reaction: A Rapid Synthesis of 5-Substituted 1H-tetrazole under Microwave Irradiation." E-Journal of Chemistry 9, no. 3 (2012): 1145–52. http://dx.doi.org/10.1155/2012/615891.

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A series of 5-substituted 1H-tetrazole were efficiently prepared by InCl3catalyzed (10 mol %) from structurally divert organic nitriles with sodium azide under the influence of microwave irradiation. The present protocol was successfully applied to the aliphatic, aryl, benzylic and heterocyclic nitriles and corresponding 5-substituted 1H-tetrazole were obtained in good to excellent yield (70-96%). This method gives remarkable advantages such as short reaction time, simple work-up procedure and economical beneficial.

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35

Stolz, Eppinger, Sosedov, and Kiziak. "Comparative Analysis of the Conversion of Mandelonitrile and 2-Phenylpropionitrile by a Large Set of Variants Generated from a Nitrilase Originating from Pseudomonas fluorescens EBC191." Molecules 24, no. 23 (2019): 4232. http://dx.doi.org/10.3390/molecules24234232.

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The arylacetonitrilase from the bacterium Pseudomonas fluorescens EBC191 has been intensively studied as a model to understand the molecular basis for the substrate-, reaction-, and enantioselectivity of nitrilases. The nitrilase converts various aromatic and aliphatic nitriles to the corresponding acids and varying amounts of the corresponding amides. The enzyme has been analysed by site-specific mutagenesis and more than 50 different variants have been generated and analysed for the conversion of (R,S)-mandelonitrile and (R,S)-2-phenylpropionitrile. These comparative analyses demonstrated th

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36

Rao, H., and Avinash Desai. "Zinc and Trimethylsilyl Chloride Mediated Synthesis of 2,3,5-Trisubstituted Pyrrole Diesters from Nitriles and Ethyl Bromoacetate." Synlett 26, no. 08 (2015): 1059–62. http://dx.doi.org/10.1055/s-0034-1380403.

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An efficient, zinc-mediated, single-pot and CN+3C type pseudo-four-component synthesis of 2,3,5-trisubstituted pyrrole diesters was achieved from readily available aromatic/benzylic/aliphatic nitriles and ethyl bromoacetate under trimethylsilyl chloride catalysis.

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37

Kumar, Arvind, Satyanand Kumar, Yugal Khajuria, and Satish Kumar Awasthi. "A comparative study between heterogeneous stannous chloride loaded silica nanoparticles and a homogeneous stannous chloride catalyst in the synthesis of 5-substituted 1H-tetrazole." RSC Advances 6, no. 79 (2016): 75227–33. http://dx.doi.org/10.1039/c6ra14352k.

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Heterogeneous SnCl<sub>2</sub>–nano-SiO<sub>2</sub>efficiently catalyzed 5-substituted 1H-tetrazole synthesis with excellent yield. It is widely applicable on aliphatic, aromatic, heteroaromatic and sterically hindered nitriles with five times recyclability.

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38

Shi, Dongying, Cheng He, Wenlong Sun, Zheng Ming, Changgong Meng, and Chunying Duan. "A photosensitizing decatungstate-based MOF as heterogeneous photocatalyst for the selective C–H alkylation of aliphatic nitriles." Chemical Communications 52, no. 25 (2016): 4714–17. http://dx.doi.org/10.1039/c6cc00862c.

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A photosensitizing decatungstate-based MOF with 1D channels was achieved for light-driven the β- or γ-site C–H alkylation of aliphatic nitriles, which offered an environmental-friendly route in both the laboratory and industry.

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39

Eller, Karsten, and Helmut Schwarz. "Gas-Phase Organometallic Chemistry: The Challenge and Prospect of Specifically Modelling the Course of a Reaction." CHIMIA 43, no. 12 (1989): 371. https://doi.org/10.2533/chimia.1989.371.

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Chemists are continuously facing questions and problems as follows: Is it possible to direct the course of a reaction according to one’s intentions? Is the activation of specific bonds that are either remote or adjacent to a functional group feasible? What factors dictate the different behaviour of transition-metal ions in their reactions with organic substrates? Answers to these and other questions are provided by studying the gas-phase chemistry of «naked» first-row transition-metal ions with aliphatic nitriles. By systematically modifying both the nitriles and the metal ions, a quite detail

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40

Rucká, Lenka, Natalia Kulik, Petr Novotný, et al. "Plant Nitrilase Homologues in Fungi: Phylogenetic and Functional Analysis with Focus on Nitrilases in Trametes versicolor and Agaricus bisporus." Molecules 25, no. 17 (2020): 3861. http://dx.doi.org/10.3390/molecules25173861.

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Fungi contain many plant-nitrilase (NLase) homologues according to database searches. In this study, enzymes NitTv1 from Trametes versicolor and NitAb from Agaricus bisporus were purified and characterized as the representatives of this type of fungal NLase. Both enzymes were slightly more similar to NIT4 type than to NIT1/NIT2/NIT3 type of plant NLases in terms of their amino acid sequences. Expression of the synthetic genes in Escherichia coli Origami B (DE3) was induced with 0.02 mM isopropyl β-D-1-thiogalactopyranoside at 20 °C. Purification of NitTv1 and NitAb by cobalt affinity chromatog

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41

JOHANNSEN, FREDERICK R., and GEORGE J. LEVINSKAS. "Relationships between Toxicity and Structure of Aliphatic Nitriles." Toxicological Sciences 7, no. 4 (1986): 690–97. http://dx.doi.org/10.1093/toxsci/7.4.690.

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42

de Raadt, Anna, Norbert Klempier, Kurt Faber, and Herfried Griengl. "Chemoselective enzymatic hydrolysis of aliphatic and alicyclic nitriles." Journal of the Chemical Society, Perkin Transactions 1, no. 1 (1992): 137. http://dx.doi.org/10.1039/p19920000137.

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43

Telvekar, Vikas, and Saket Bhagat. "l-Proline: An Efficient Organocatalyst for the Synthesis of 5-Substituted 1H-Tetrazoles via [3+2] Cycloaddition of Nitriles and Sodium Azide." Synlett 29, no. 07 (2018): 874–79. http://dx.doi.org/10.1055/s-0036-1591534.

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A simple and efficient route for the synthesis of a series of 5-substituted 1H-tetrazoles using l-proline as a catalyst from structurally diverse organic nitriles and sodium azide is reported. The prominent features of this environmentally benign, cost effective, and high-yielding l-proline-catalyzed protocol includes simple experimental procedure, short reaction time, simple workup, and excellent yields making it a safer and economical alternative to hazardous Lewis acid catalyzed methods. The protocol was successfully applied to a broad range of substrates, including aliphatic and aryl nitri

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44

Chen, Xian-Lin, and Hua-Li Qin. "Synthesis of aliphatic nitriles from cyclobutanone oxime mediated by sulfuryl fluoride (SO₂F₂)." Beilstein Journal of Organic Chemistry 19 (June 22, 2023): 901–8. http://dx.doi.org/10.3762/bjoc.19.68.

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A SO2F2-mediated ring-opening cross-coupling of cyclobutanone oxime derivatives with alkenes was developed for the construction of a range of δ-olefin-containing aliphatic nitriles with (E)-configuration selectivity. This new method features wide substrate scope, mild conditions, and direct N–O activation.

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45

Fang, Shumei, Xuejiao An, Hongyuan Liu, et al. "Enzymatic degradation of aliphatic nitriles by Rhodococcus rhodochrous BX2, a versatile nitrile-degrading bacterium." Bioresource Technology 185 (June 2015): 28–34. http://dx.doi.org/10.1016/j.biortech.2015.02.078.

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46

Ramachandran, P. Veeraraghavan, and Abdulkhaliq A. Alawaed. "Room Temperature Reduction of Titanium Tetrachloride-Activated Nitriles to Primary Amines with Ammonia-Borane." Molecules 28, no. 1 (2022): 60. http://dx.doi.org/10.3390/molecules28010060.

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The reduction of a variety of aromatic and aliphatic nitriles, activated by a molar equivalent of titanium tetrachloride, has been achieved at room temperature using ammonia borane as a safe reductant. The corresponding methanamines were isolated in good to excellent yields following a simple acid-base workup.

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47

Chandrashekhar, Vishwas G., Thirusangumurugan Senthamarai, Ravishankar G. Kadam, et al. "Silica-supported Fe/Fe–O nanoparticles for the catalytic hydrogenation of nitriles to amines in the presence of aluminium additives." Nature Catalysis 5, no. 1 (2021): 20–29. http://dx.doi.org/10.1038/s41929-021-00722-x.

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AbstractThe hydrogenation of nitriles to amines represents an important and frequently used industrial process due to the broad applicability of the resulting products in chemistry and life sciences. Despite the existing portfolio of catalysts reported for the hydrogenation of nitriles, the development of iron-based heterogeneous catalysts for this process is still a challenge. Here, we show that the impregnation and pyrolysis of iron(II) acetate on commercial silica produces a reusable Fe/Fe–O@SiO2 catalyst with a well-defined structure comprising the fayalite phase at the Si–Fe interface and

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48

Campi, EM, PS Elmes, WR Jackson, CG Lovel, and MKS Probert. "The Stereochemistry of Organometallic Compounds. XXVIII. The Nickel-Catalyzed Addition of Hydrogen Cyanide to Aliphatic Dienes." Australian Journal of Chemistry 40, no. 6 (1987): 1053. http://dx.doi.org/10.1071/ch9871053.

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Reaction of hydrogen cyanide with a wide range of aliphatic dienes in the presence of nickel(0) catalysts leads to rearrangement of the diene and formation of β,γ -unsaturated nitriles in moderate to very high yields. The mechanism of reaction is discussed in terms of π-allyl-nickel intermediates.

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49

Dhillon, Jasvinder, Suneel Chhatre, Rishi Shanker, and N. Shivaraman. "Transformation of aliphatic and aromatic nitriles by a nitrilase from Pseudomonas sp." Canadian Journal of Microbiology 45, no. 10 (1999): 811–15. http://dx.doi.org/10.1139/cjm-45-10-811.

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50

Huang, Xiaoqiang, Xinyao Li, and Ning Jiao. "Copper-catalyzed direct transformation of simple alkynes to alkenyl nitriles via aerobic oxidative N-incorporation." Chemical Science 6, no. 11 (2015): 6355–60. http://dx.doi.org/10.1039/c5sc02126j.

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A novel Cu-catalyzed aerobic oxidative N-incorporation into aliphatic terminal alkynes for the synthesis of alkenyl nitriles has been reported. The usage of inexpensive copper catalyst, O<sub>2</sub>as the sole oxidant, broad substrate scope as well as the feasibility for “the late-stage modification” make this protocol very promising.

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