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Journal articles on the topic 'Aliphatic diazo compounds'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Yates, Peter, and J. A. Eenkhorn. "Aliphatic diazo compounds." Tetrahedron 44, no. 11 (1988): 3159–70. http://dx.doi.org/10.1016/s0040-4020(01)85947-0.

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2

Pei, Guojing, Yuxia Liu, Guang Chen, Xiangai Yuan, Yuan-Ye Jiang, and Siwei Bi. "Unveiling the mechanisms and secrets of chemoselectivities in Au(i)-catalyzed diazo-based couplings with aryl unsaturated aliphatic alcohols." Catalysis Science & Technology 8, no. 17 (2018): 4450–62. http://dx.doi.org/10.1039/c8cy01352g.

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3

Griffiths, J. "Diazo Chemistry II: Aliphatic, inorganic and organometallic compounds." Dyes and Pigments 30, no. 3 (1996): 245–46. http://dx.doi.org/10.1016/0143-7208(96)90005-4.

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4

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 (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.

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5

LADYZHNIKOVA, T. D., A. G. TYRKOV, K. V. ALTUKHOV, and G. A. BERKOVA. "ChemInform Abstract: Treatment of Cyanodinitroethoxycarbonylmethane with Aliphatic Diazo Compounds." ChemInform 25, no. 4 (2010): no. http://dx.doi.org/10.1002/chin.199404104.

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6

ZALESOV, V. V., S. S. KATAEV, E. V. PIMENOVA, and D. D. NEKRASOV. "ChemInform Abstract: Reaction of Oxygen-Containing 2,3-Dioxoheterocycles with Aliphatic Diazo Compounds." ChemInform 29, no. 32 (2010): no. http://dx.doi.org/10.1002/chin.199832053.

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7

Ziegler, Thomas. "Book Review: Diazo Chemistry II. Aliphatic, Inorganic and Organometallic Compounds. By H. Zollinger." Angewandte Chemie International Edition in English 35, no. 18 (1996): 2154. http://dx.doi.org/10.1002/anie.199621541.

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8

Mbuvi, Harun M., Erik R. Klobukowski, Gina M. Roberts, and L. Keith Woo. "O-H insertion and tandem N-H insertion/cyclization reactions using an iron porphyrin as catalyst with diazo compounds as carbene sources." Journal of Porphyrins and Phthalocyanines 14, no. 03 (2010): 284–92. http://dx.doi.org/10.1142/s1088424610001982.

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Iron(III) tetraphenylporphyrin chloride, Fe(TPP)Cl , efficiently catalyzed the insertion of carbenes derived from methyl 2-phenyldiazoacetates into O-H bonds of aliphatic and aromatic alcohols, with yields generally above 80%. Although the analogous N-H insertions are rapid at room temperature, the O-H insertion reactions are slower and required heating in refluxing methylene chloride for about 8 hours using 1.0 mol.% catalyst. Fe(TPP)Cl was also found to be effective for tandem N-H insertion/cyclization reactions when 1,2-diamines and 1,2-alcoholamines were treated with diazo reagents to give

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9

Steck, Viktoria, Gopeekrishnan Sreenilayam, and Rudi Fasan. "Selective Functionalization of Aliphatic Amines via Myoglobin-Catalyzed Carbene N–H Insertion." Synlett 31, no. 03 (2019): 224–29. http://dx.doi.org/10.1055/s-0039-1690007.

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Engineered myoglobins have recently gained attention for their ability to catalyze a variety of abiological carbene transfer reactions including the functionalization of amines via carbene insertion into N–H bonds. However, the scope of myoglobin and other hemoprotein-based biocatalysts in the context of this transformation has been largely limited to aniline derivatives as the amine substrates and ethyl diazoacetate as the carbene donor reagent. In this report, we describe the development of an engineered myoglobin-based catalyst that is useful for promoting carbene N–H insertion reactions ac

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10

Ivanov, A. V., G. Mlostoń, and V. A. Nikolaev. "Tetrasubstituted oxathioles and olefins obtained by cycloaddition of 2-diazo-1,3-dicarbonyl compounds to aliphatic thiones." Russian Journal of Organic Chemistry 49, no. 7 (2013): 1080–82. http://dx.doi.org/10.1134/s107042801307021x.

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11

Molchanov, A. P., A. V. Stepakov, and R. R. Kostikov. "ChemInform Abstract: Reactions of Aliphatic Diazo Compounds. Part 1. Reaction of Diazoacetic Acid Esters with Maleimides." ChemInform 32, no. 29 (2010): no. http://dx.doi.org/10.1002/chin.200129133.

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12

Ivanov, A. V., G. Mloston, and V. A. Nikolaev. "ChemInform Abstract: Tetrasubstituted Oxathioles and Olefins Obtained by Cycloaddition of 2-Diazo-1,3-dicarbonyl Compounds to Aliphatic Thiones." ChemInform 45, no. 3 (2014): no. http://dx.doi.org/10.1002/chin.201403097.

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13

Molchanov, A. P., A. N. Lykholai, and R. R. Kostikov. "ChemInform Abstract: ChemInform Abstract: Reactions of Aliphatic Diazo Compounds. Part 3. Reaction of Ethyl Diazoacetate with 1,3-Diarylpropenones." ChemInform 33, no. 26 (2002): no. http://dx.doi.org/10.1002/chin.200226131.

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14

Molchanov, A. P., A. V. Stepakov, and R. R. Kostikov. "ChemInform Abstract: Reactions of Aliphatic Diazo Compounds. Part 5. Reaction of Methyl Diazoacetate with Imides of Itaconic Acid." ChemInform 33, no. 41 (2010): no. http://dx.doi.org/10.1002/chin.200241120.

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15

Molchanov, A. P., V. S. Korotkov, and R. R. Kostikov. "Reactions of Aliphatic Diazo Compounds: VI. Reactions of Diazomethane and Ethyl Diazoacetate with (E)-2-Arylmethylene-1,2,3,4-tetrahydronaphthalen-1-ones." Russian Journal of Organic Chemistry 40, no. 4 (2004): 470–73. http://dx.doi.org/10.1023/b:rujo.0000036064.74236.19.

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16

Bethell, Donald, and Vernon D. Parker. "Intermediates in the decomposition of aliphatic diazo compounds. Part 21. Dimers of the 9-diazofluorene anion radical and their behavior." Journal of the American Chemical Society 108, no. 5 (1986): 895–900. http://dx.doi.org/10.1021/ja00265a008.

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17

Molchanov, A. P., V. V. Diev, and R. R. Kostikov. "ChemInform Abstract: Reactions of Aliphatic Diazo Compounds. Part 4. Reaction of Diphenyldiazomethane with Substituted Imides of Maleic and Itaconic Acids." ChemInform 33, no. 42 (2010): no. http://dx.doi.org/10.1002/chin.200242137.

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18

Naidan, V. M., and V. V. Smalius. "Diazo reactions with unsaturated compounds: VIII. Reaction of 1,3-butadiene and isoprene with aromatic and aliphatic-aromatic triazenes in the presence of sulfur(IV) oxide." Russian Journal of General Chemistry 74, no. 9 (2004): 1386–88. http://dx.doi.org/10.1007/s11176-005-0016-5.

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19

Doyle, Michael P. "Diazo Chemistry II: Aliphatic, Inorganic and Organometallic Compounds By Heinrich Zollinger (Swiss Federal Institute of Technology). VCH: New York. 1995. xiii + 522 pp. $125.00. ISBN 3-527-29222-5." Journal of the American Chemical Society 118, no. 30 (1996): 7245–46. http://dx.doi.org/10.1021/ja955352y.

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20

Maas, Gerhard. "Alles über Diazochemie - und noch mehr: Diazo Chemistry II-Aliphatic, Inorganic and Organometallic Compounds. Von H. Zollinger. VCH, Weinheim, 1995. 522 S., geb., 158,-DM. ISBN 3-527-29222-5." Nachrichten aus Chemie, Technik und Laboratorium 44, no. 6 (1996): 635–37. http://dx.doi.org/10.1002/nadc.19960440625.

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21

Leirer, Markus, Günther Knör, and Amd Vogler. "Synthesis and Spectroscopic Properties of 1,2-Diiminetricarbonylrhenium( I)chloride Complexes with Aliphatic Diimines (or 1,4-Diaza-1,3-butadienes) as Ligands." Zeitschrift für Naturforschung B 54, no. 3 (1999): 341–44. http://dx.doi.org/10.1515/znb-1999-0308.

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Re(1,2-diimine)(CO)3Cl complexes with the aliphatic bidentate ligands diiminosuccinodinitrile (DISN), benzilbisanile (BEAN), bisacetylbisanile (BABA), and benzildiimine (BEDIM) are reported. The compounds show Re(I) to π*(diimine) metal-to-ligand charge transfer (MLCT) absorptions in the visible spectral region. The energy of these MLCT-transitions decreases in the series BABA > BEDIM > BEAN > DISN, depending on the π* acceptor properties of the coordinated diimine ligands. The maxima of these CT bands undergo a solvent-dependent shift (negative solvatochromism), which indicates a par

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22

Ekerendu, Effiong E., Uchechukwu C. Okoro, Cosmas C. Eze, et al. "Novel Cholinesterase Inhibitors: Synthesis, in silico and in vitro Studies." Asian Journal of Chemistry 35, no. 7 (2023): 1683–91. http://dx.doi.org/10.14233/ajchem.2023.27588.

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The synthesis of new functionalized linear diaza and triaza phenothiazine and phenoxazines and their in silico and in vitro anti-Alzheimer activity is reported. Fifteen new amide derivatives (8-11 & 13-24) were synthesized by the reactions of phenothiazines/phenoxazine (6 or 12) and various aliphatic and aromatic primary amides (7) in the presence of nickel catalyst and anhydrous potassium carbonate under nitrogen atmosphere. The FTIR, 1H NMR, 13C NMR and HR-MS spectra of the synthesized compounds were in agreement with the assigned structures. All the 15 new derivatives were screened for

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23

Dembitsky, V. M., G. A. Tolstikov та M. Srebnik. "Boranes in Organic Chemistry 1. α-Carbonylalkyl- and β-Oxyalkylboranes in Organic Synthesis". Eurasian Chemico-Technological Journal 4, № 2 (2017): 87. http://dx.doi.org/10.18321/ectj522.

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<p>This review is devoted to the synthesis of a-carbonylalkyl- and β-hydroxy-alkyl boranes and their use in organic synthesis. a-Carbonyl-alkylboranes include several heteroatomic compounds, in particular, [1.2.3]-diazaborinines, uracyl boronic acids, and [1.2.3.4]-diaza-diboretes. The latter type has been obtained by the ketene aminoborations. The reactions of halogenboranes with diazoesters and sulfur ylides resulting in formation of a-carbonyl alkylborates containing diazofunction or ylide structural fragment are described. Amino and halogen boration of acetylenic acid esters was also

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24

LADYZHNIKOVA, T. D., N. A. SOLOV'EV, K. V. ALTUKHOV, V. V. PEREKALIN, and G. A. BERKOVA. "ChemInform Abstract: Reaction of Cyanotrinitromethane with Aliphatic Diazo Compounds." ChemInform 19, no. 29 (1988). http://dx.doi.org/10.1002/chin.198829177.

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25

BETHELL, D., and V. D. PARKER. "ChemInform Abstract: Intermediates in the Decomposition of Aliphatic Diazo Compounds." Chemischer Informationsdienst 17, no. 26 (1986). http://dx.doi.org/10.1002/chin.198626119.

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26

EICHENAUER, U., R. HUISGEN, A. MITRA, and J. R. MORAN. "ChemInform Abstract: The Reaction of Aliphatic Diazo Compounds with Highly Electrophilic Ethylene Derivatives." ChemInform 18, no. 25 (1987). http://dx.doi.org/10.1002/chin.198725133.

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27

MAAS, G. "ChemInform Abstract: Transition-Metal Catalyzed Decomposition of Aliphatic Diazo Compounds. New Results and Applications in Organic Synthesis." ChemInform 18, no. 19 (1987). http://dx.doi.org/10.1002/chin.198719369.

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28

HUISGEN, R., U. EICHENAUER, E. LANGHALS, A. MITRA, and J. R. MORAN. "ChemInform Abstract: 1,3-Dipolar Cycloadditions. Part 92. Reactions of Aliphatic Diazo Compounds with Fourfold Acceptor-Substituted Ethylenes." ChemInform 18, no. 23 (1987). http://dx.doi.org/10.1002/chin.198723158.

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29

STOESSER, R., J. U. THURNER, W. WARNCKE, G. TOMASCHEWSKI, and T. TAPLICK. "ChemInform Abstract: Reactions of Aliphatic Diazo Compounds. Part 6. Photo- and Radical-Induced Reactions with O2 Participation." ChemInform 20, no. 25 (1989). http://dx.doi.org/10.1002/chin.198925078.

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30

Zhu, Chendan, Sayantani Das, Avishek Guin, Chandra Kanta De, and Benjamin List. "Organocatalytic regio- and stereoselective cyclopropanation of olefins." Nature Catalysis, May 16, 2025. https://doi.org/10.1038/s41929-025-01340-7.

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Abstract As reactive intermediates and substructures of natural products and bioactive molecules, the smallest cyclic alkanes—cyclopropanes—are an attractive class of molecules for chemists. Arguably, the most general approach to their chemical synthesis involves the addition of metal carbenes to olefins. Whereas catalytic asymmetric cyclopropanations of electronically unbiased olefins with carbenoids have been reported using chiral metal complexes and engineered metalloenzymes, we now report a complementary, metal-free and highly enantioselective cyclopropanation of olefins with diazoalkanes,

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31

YATES, P., та J. A. EENKHORN. "ChemInform Abstract: Aliphatic Diazo Compounds. Part 15. Formation of 1,3-Dithiolane and 1,3-Dithietane Derivatives by the Reaction of α-Diazo Ketones with Carbon Disulfide". ChemInform 19, № 44 (1988). http://dx.doi.org/10.1002/chin.198844103.

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32

Molchanov, A. P., V. S. Korotkov, and R. R. Kostikov. "Reactions of Aliphatic Diazo Compounds. Part 6. Reactions of Diazomethane and Ethyl Diazoacetate with (E)-2-Arylmethylene-1,2,3,4-tetrahydronaphthalen-1-ones." ChemInform 35, no. 45 (2004). http://dx.doi.org/10.1002/chin.200445140.

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33

THURNER, J. U., R. STOESSER, M. LIEBERENZ, B. HINZMANN, R. DONAU, and G. TOMASCHEWSKI. "ChemInform Abstract: Reactions of Aliphatic Diazo Compounds. Part 7. Detection and Functions of Trityl Analogous Radicals in the Temperature Range 300-600 K." ChemInform 20, no. 30 (1989). http://dx.doi.org/10.1002/chin.198930088.

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34

AHMAD, I., D. BETHELL, and V. D. PARKER. "ChemInform Abstract: INTERMEDIATES IN THE DECOMPOSITION OF ALIPHATIC DIAZO COMPOUNDS. PART 19. KINETICS AND MECHANISM OF THE REACTIONS OF 9-DIAZOFLUORENE CATION RADICAL." Chemischer Informationsdienst 16, no. 1 (1985). http://dx.doi.org/10.1002/chin.198501122.

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35

BETHELL, D., L. J. MCDOWALL, and V. D. PARKER. "ChemInform Abstract: INTERMEDIATES IN THE DECOMPOSITION OF ALIPHATIC DIAZO COMPOUNDS. PART 20. KINETIC STUDIES ON REDUCTIVELY INITIATED ELECTRON-TRANSFER CHAIN CATALYSIS OF THE DECOMPOSITION OF 9-DIAZOFLUORENE." Chemischer Informationsdienst 16, no. 1 (1985). http://dx.doi.org/10.1002/chin.198501123.

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