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Journal articles on the topic 'Aryl Diazonium Salts'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 July 2025

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1

Sugimoto, Takashi, Chihiro Seo, Shizuaki Murata, and Wolfgang Pfleiderer. "Regioselective Arylation of 1,3-Dimethyllumazine and Its 5-Oxide by Diazonium Salts." Pteridines 8, no. 3 (1997): 188–94. http://dx.doi.org/10.1515/pteridines.1997.8.3.188.

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Summary A new method to introduce an aryl group directly into the pteridine nucleus by the action of arene diazonium salt in an aqueous alkaline solution is described. 1,3-Dimethyllumazine and benzene diazonium chloride reacts in an aqueous solution at pH 8-9 to give 7 -phenyl-1 ,3-dimethyllumazine together with a little of 6-phenyi-1 ,3-dimethyllumazine. The analogous reactions of 1,3-dimethyllumazine with 4-methyl-, 4-methm.),-, 4-chloro-, and 3-chlorobenzene diazonium chlorides give the corresponding 7-aryl-1,3-dimethyllumazines as major products together with a little of 6-aryl-1,3-dimethy

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2

Khalaj, M., and M. Ghazanfarpour-Darjani. "Cross-coupling reaction of aryl diazonium salts with azodicarboxylate using FeCl2." RSC Advances 5, no. 98 (2015): 80698–701. http://dx.doi.org/10.1039/c5ra15875c.

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3

Shahnavaz, Zohreh, Lia Zaharani, Mohd Rafie Johan, and Nader Ghaffari Khaligh. "A Green Alternative for Aryl Iodide Preparation from Aromatic Amines." Current Organic Synthesis 17, no. 2 (2020): 131–35. http://dx.doi.org/10.2174/1570179417666200203121437.

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Background: In continuation of our previous work and the applications of saccharin, we encouraged to investigate the one-pot synthesis of the aryl iodides by the diazotization of the arene diazonium saccharin salts. Objective: Arene diazonium salts play an important role in organic synthesis as intermediate and a wide variety of aromatic compounds have been prepared using them. A serious drawback of arene diazonium salts is their instability in a dry state; therefore, they must be stored and handled carefully to avoid spontaneous explosion and other hazard events. Methods: The arene diazonium

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4

Xu, Jian-Xing, Robert Franke, and Xiao-Feng Wu. "Phosphite-catalyzed alkoxycarbonylation of aryl diazonium salts." Organic & Biomolecular Chemistry 16, no. 34 (2018): 6180–82. http://dx.doi.org/10.1039/c8ob01744a.

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5

Tatunashvili, Elene, Bun Chan, Philippe E. Nashar та Christopher S. P. McErlean. "σ-Bond initiated generation of aryl radicals from aryl diazonium salts". Organic & Biomolecular Chemistry 18, № 9 (2020): 1812–19. http://dx.doi.org/10.1039/d0ob00205d.

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6

Gu, Lijun, Cheng Jin, and Jiyan Liu. "Metal-free, visible-light-mediated transformation of aryl diazonium salts and (hetero)arenes: an efficient route to aryl ketones." Green Chemistry 17, no. 7 (2015): 3733–36. http://dx.doi.org/10.1039/c5gc00644a.

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7

Pramanik, Mukund M. D., and Namrata Rastogi. "Visible light catalyzed methylsulfoxidation of (het)aryl diazonium salts using DMSO." Chemical Communications 52, no. 55 (2016): 8557–60. http://dx.doi.org/10.1039/c6cc04142f.

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8

Huang, Jing, Zhenyao Yin, and Jinggao Wu. "Covalent attachment of chitosan to graphene via click chemistry for superior antibacterial activity." Materials Advances 1, no. 4 (2020): 579–83. http://dx.doi.org/10.1039/d0ma00082e.

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9

Nguyen, Mai, Issam Kherbouche, Sarra Gam-Derouich, et al. "Regioselective surface functionalization of lithographically designed gold nanorods by plasmon-mediated reduction of aryl diazonium salts." Chem. Commun. 53, no. 82 (2017): 11364–67. http://dx.doi.org/10.1039/c7cc05974d.

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10

Chawla, Ruchi, and Lal Dhar S. Yadav. "Organic photoredox catalysis enabled cross-coupling of arenediazonium and sulfinate salts: synthesis of (un)symmetrical diaryl/alkyl aryl sulfones." Organic & Biomolecular Chemistry 17, no. 19 (2019): 4761–66. http://dx.doi.org/10.1039/c9ob00864k.

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Transition-metal- and oxidant/reductant-free visible-light-mediated synthesis of (un)symmetrical diaryl/alkyl aryl sulfones from aryl diazonium and sulfinate salts employing eosin Y as an organo-photoredox catalyst is reported.

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11

Guo, Rui, Haodong Yang, and Pingping Tang. "Silver-catalyzed Meerwein arylation: intermolecular and intramolecular fluoroarylation of styrenes." Chemical Communications 51, no. 42 (2015): 8829–32. http://dx.doi.org/10.1039/c5cc02446c.

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12

Bell, K. J., P. A. Brooksby, M. I. J. Polson, and A. J. Downard. "Evidence for covalent bonding of aryl groups to MnO2 nanorods from diazonium-based grafting." Chem. Commun. 50, no. 89 (2014): 13687–90. http://dx.doi.org/10.1039/c4cc05606j.

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13

Liu, Yu, Ren-Jie Song, and Jin-Heng Li. "Palladium-catalyzed dearomatizative [2 + 2 + 1] carboannulation of 1,7-enynes with aryl diazonium salts and H2O: facile synthesis of spirocyclohexadienone-fused cyclopenta[c]quinolin-4(5H)-ones." Chemical Communications 53, no. 61 (2017): 8600–8603. http://dx.doi.org/10.1039/c7cc02830j.

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14

Gribanov, Pavel S., Maxim A. Topchiy, Yulia D. Golenko, et al. "An unprecedentedly simple method of synthesis of aryl azides and 3-hydroxytriazenes." Green Chemistry 18, no. 22 (2016): 5984–88. http://dx.doi.org/10.1039/c6gc02379g.

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15

Joshi, Sameer M., Abel de Cózar, Vanessa Gómez-Vallejo, Jacek Koziorowski, Jordi Llop, and Fernando P. Cossío. "Synthesis of radiolabelled aryl azides from diazonium salts: experimental and computational results permit the identification of the preferred mechanism." Chemical Communications 51, no. 43 (2015): 8954–57. http://dx.doi.org/10.1039/c5cc01913c.

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16

Zhou, Pengcheng, Yunlong Liu, Yingli Xu та Dong Wang. "Electrochemical synthesis for α-arylation of ketones using enol acetates and aryl diazonium salts". Organic Chemistry Frontiers 9, № 8 (2022): 2215–19. http://dx.doi.org/10.1039/d1qo01765a.

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17

Kurasawa, Yoshihisa, and Atsushi Takada. "Synthesis of Quinoxalines Utilizing Aryl Diazonium Salts." HETEROCYCLES 24, no. 1 (1986): 232. http://dx.doi.org/10.3987/r-1986-01-0232.

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18

Moazzam, Ali, and Farnaz Jafarpour. "Chlorophyll-catalyzed photochemical regioselective coumarin C–H arylation with diazonium salts." New Journal of Chemistry 44, no. 39 (2020): 16692–96. http://dx.doi.org/10.1039/d0nj02012e.

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19

Luo, Yun, Yu Xiao, Delphine Onidas, et al. "Raman reporters derived from aryl diazonium salts for SERS encoded-nanoparticles." Chemical Communications 56, no. 50 (2020): 6822–25. http://dx.doi.org/10.1039/d0cc02842h.

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20

Sloan, Nikki L., Sajinder K. Luthra, Graeme McRobbie, Sally L. Pimlott, and Andrew Sutherland. "A one-pot radioiodination of aryl amines via stable diazonium salts: preparation of 125I-imaging agents." Chemical Communications 53, no. 80 (2017): 11008–11. http://dx.doi.org/10.1039/c7cc06211g.

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21

Jin, Cheng, Lianzheng Su, Daxi Ma, and Mingrong Cheng. "Transition-metal-free, visible-light-mediated cyclization of o-azidoarylalkynes with aryl diazonium salts." New Journal of Chemistry 41, no. 23 (2017): 14053–56. http://dx.doi.org/10.1039/c7nj03144k.

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A visible-light promoted transformation of o-azidoarylalkynes and aryl diazonium salts for the synthesis of unsymmetrical 2,3-diaryl-substituted indoles under transition-metal-free conditions was described.

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22

Lo, Momath, Rémi Pires, Karim Diaw, et al. "Diazonium Salts: Versatile Molecular Glues for Sticking Conductive Polymers to Flexible Electrodes." Surfaces 1, no. 1 (2018): 43–58. http://dx.doi.org/10.3390/surfaces1010005.

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Adhesion of polymers to surfaces is of the upmost importance in timely applications such as protective coatings, biomaterials, sensors, new power sources and soft electronics. In this context, this work examines the role of molecular interactions in the adhesion of polypyrrole thin films to flexible Indium Tin Oxide (ITO) electrodes grafted with aryl layers from various diazonium salts, namely 4-carboxybenzenediazonium (ITO-CO2H), 4-sulfonicbenzenediazonium (ITO-SO3H), 4-N,N-dimethylbenzenediazonium (ITO-N(CH3)2), 4-aminobenzenediazonium (ITO-NH2), 4-cyanobenzenediazonium (ITO-CN) and 4-N-phen

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23

Habraken, Evi, Andrew Jupp, and J. Slootweg. "Diazonium Salts as Nitrogen-Based Lewis Acids." Synlett 30, no. 08 (2019): 875–84. http://dx.doi.org/10.1055/s-0037-1612109.

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Aryldiazonium salts are widely used in many organic transformations with displacement of N2 or through addition to the terminal nitrogen. Such aryldiazonium salts can be viewed as N-based Lewis acids that can react with Lewis bases to synthesize a wide variety of azo compounds. Additionally, diazonium salts are known to undergo single-electron transfer and release N2, forming an aryl radical, which results in different reactivity. Herein, we provide a concise overview of the reactivity of aryldiazonium salts undergoing classical donor-acceptor reactivity or single-electron transfer.

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24

Li, Da, Philippe Nizard, Delphine Onidas, et al. "SERS tags derived from silver nanoparticles and aryl diazonium salts for cell Raman imaging." Nanoscale 14, no. 4 (2022): 1452–58. http://dx.doi.org/10.1039/d1nr03148a.

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Surface functionalization of silver nanoparticles by Raman reporters derived from aryl diazonium salts offers new opportunities for the design of Surface-Enhanced Raman Spectroscopy (SERS) labels for Cell Raman Imaging

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25

Yu, Xiuling, Peter Metz, and Horst Hartmann. "A simple route to 2-aryl-substituted naphtho[2,1-e][1,2,4]triazinium and naphtho[2,1-e][1,2,3,4]tetrazinium salts from 1-arylazo-substituted 2-naphthylamines." Zeitschrift für Naturforschung B 73, no. 7 (2018): 431–35. http://dx.doi.org/10.1515/znb-2018-0003.

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Abstract 1-Arylazo-substituted 2-naphthylamines, which are easily obtainable by the coupling of arene diazonium salts with 2-aminonaphthalene-sulfonic acid, can be transformed by reaction with reactive carboxylic acid derivatives or nitrosation reagents into novel 2-aryl-substituted naphtho[2,1-e][1,2,4]triazinium and naphtho[2,1-e][1,2,3,4]tetrazinium salts, respectively.

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26

Wu, Fu-Peng, Jin-Bao Peng, Xinxin Qi, and Xiao-Feng Wu. "Palladium-catalyzed carbonylative Sonogashira coupling of aryl diazonium salts with formic acid as the CO source: the effect of 1,3-butadiene." Catal. Sci. Technol. 7, no. 21 (2017): 4924–28. http://dx.doi.org/10.1039/c7cy01773a.

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An efficient carbonylative cross-coupling of aryl diazonium salts with terminal alkynes using formic acid as the CO source has been developed. And 1,3-butadiene was found to play a crucial role in this transformation.

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27

Zhang, Xin, Yaoyao Mei, Yangyang Li, Jingang Hu, Dayun Huang, and Yicheng Bi. "Visible‐Light‐Mediated Functionalization of Aryl Diazonium Salts." Asian Journal of Organic Chemistry 10, no. 3 (2021): 453–63. http://dx.doi.org/10.1002/ajoc.202000636.

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28

Gam-Derouich, Sarra, Jean Pinson, Philippe Decorse, et al. "Diazonium salt chemistry for the design of nano-textured anti-icing surfaces." Chemical Communications 54, no. 65 (2018): 8983–86. http://dx.doi.org/10.1039/c8cc02601g.

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Aryl diazonium salts have emerged as a new generation of robust surface modifiers for a wide range of applications. In this paper, we explore their potentialities to impart anti-icing properties to nano-textured copper surfaces.

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29

Servinis, Linden, Kathleen M. Beggs, Thomas R. Gengenbach, et al. "Tailoring the fibre-to-matrix interface using click chemistry on carbon fibre surfaces." Journal of Materials Chemistry A 5, no. 22 (2017): 11204–13. http://dx.doi.org/10.1039/c7ta00922d.

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A convenient and effective strategy to control the surface chemistry of carbon fibres is presented, comprising electro-chemical reduction of aryl diazonium salts onto the surface, followed by ‘click chemistry’ to tether the desired surface characteristic of choice.

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30

Kalay, Erbay, Hüseyin Küçükkeçeci, Haydar Kilic, and Önder Metin. "Black phosphorus as a metal-free, visible-light-active heterogeneous photoredox catalyst for the direct C–H arylation of heteroarenes." Chemical Communications 56, no. 44 (2020): 5901–4. http://dx.doi.org/10.1039/d0cc01874k.

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We report for the first time the employment of black phosphorus (BP) as a metal free, visible-light-active and reusable heterogeneous photoredox catalyst for the direct C–H arylation of heteroarenes (furan and thiophene) with aryl diazonium salts.

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31

Pilan, Luisa, Matei Raicopol, Celina Damian, and Mariana Ioniţă. "Electrochemical Functionalization of Single-Walled Carbon Nanotubes Films Obtained by Electrophoretic Deposition." Key Engineering Materials 507 (March 2012): 107–11. http://dx.doi.org/10.4028/www.scientific.net/kem.507.107.

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In this paper, we report an electrode coated with single-walled carbon nanotubes (SWCNTs) thin-film prepared by the electrophoretic deposition (EPD) technique. SWCNTs electrodes are fabricated on indium tin oxide (ITO) glass substrates using a mixture of CNTs and a cationic detergent tetraoctylammonium bromide (TOAB) in tetrahydrofuran (THF) by applying a negative voltage to the ITO glass plate. The functionalization of these nanotubes is then achieved via electrochemical reduction of aryl diazonium salts, in a manner similar to that employed for functionalization of other carbon surfaces. A v

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32

Jiang, Ze-Zhen, Yang-Jie Jiang, Juan Du, et al. "Palladium-Catalyzed Asymmetric Heck–Matsuda Reaction of 1,4-Dihydroquinolines with Aryl Diazonium Salts." Synthesis 51, no. 17 (2019): 3269–76. http://dx.doi.org/10.1055/s-0037-1610712.

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A palladium-catalyzed asymmetric Heck–Matsuda reaction of N-Boc-1,4-dihydroquinolines and aryl diazonium tetrafluoroborates is realized in moderate to high yields and with high enantioselectivities. The method provides an efficient route to access optically active 2-arylhydroquinolines.

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33

Stýskala, Jakub, Jan Slouka, Miloslav Hejsek, and Vojtěch Bekárek. "Synthesis of 2-Aryl[1]benzofuro[2,3-e][1,2,4]triazin-3(2H)-ones and Their Use for Preparation of 1-Aryl-5-(2-hydroxyphenyl)-6-azauracils." Collection of Czechoslovak Chemical Communications 62, no. 11 (1997): 1754–62. http://dx.doi.org/10.1135/cccc19971754.

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A series of arylhydrazones 1a-1i was prepared by coupling of arene diazonium salts with ethyl N-(benzo[b]furan-2-yl)carbamate. The hydrazones 1 were thermally cyclized to the corresponding 2-aryl[1]benzofuro[2,3-e][1,2,4]triazin-3(2H)-ones 2a-2i, derivatives of a new fused ring system. Compounds 2 were transformed by hydrolytic splitting to the corresponding 1-aryl-5-(2-hydroxyphenyl)-6-azauracils 3a-3i.

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34

Clarke, Jeff D., Shasta L. Moser, and Keith Vaughan. "Synthesis and characterization of a series of 3-methyl-3-{3-[1-methyl-3-aryl-2-triazenyl]propyl}-1-aryl-1-triazenes and related compounds." Canadian Journal of Chemistry 84, no. 6 (2006): 831–42. http://dx.doi.org/10.1139/v06-074.

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A series of diazonium salts has been coupled to both secondary nitrogen atoms of the bis-secondary amine, N,N′-dimethyl-1,3-propanediamine (MeNHCH2CH2CH2NHMe), to afford the new bistriazene series, the 3-methyl-3-{3-[1-methyl-3-aryl-2-triazenyl]propyl}-1-aryl-1-triazenes (9). These compounds have been fully characterized by IR and NMR spectroscopy, with supporting data from elemental analysis and high-resolution mass spectrometry. A limited number of model compounds in the N,N-dimethyl-N-{3-[1-methyl-3-aryl-2-triazenyl]propyl}amine series (10) have been synthesized to aid in the interpretation

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35

Moser, Shasta Lee, and Keith Vaughan. "Synthesis and characterization of a series of 4-methyl-1-[2-aryl-1-diazenyl]-1,4-diazepanes and 1,4-di-[2-aryl-1-diazenyl]-1,4-diazepanes." Canadian Journal of Chemistry 82, no. 12 (2004): 1725–35. http://dx.doi.org/10.1139/v04-153.

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1-Methylhomopiperazine was coupled with a series of diazonium salts to afford the 4-methyl-1-[2-aryl-1-diazenyl]-1,4-diazepanes (6), a new series of triazenes. These compounds are, in the main, stable crystalline solids (some of the series are stable oils), and they have been characterized by 1H and 13C NMR spectroscopy, IR spectroscopy, and mass spectrometry. NMR assignments were determined by 2D NMR and variable-temperature NMR experiments and by comparison with model compounds. A second series of new compounds, namely, 1,4-di-[2-aryl-1-diazenyl]-1,4-diazepanes (5), were prepared by coupling

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36

Xuan, Shangci, Xiaodan Wang, Jianwei Wang, Baoli Zhao, Kai Cheng, and Chenze Qi. "Research Progress on Cross-Coupling with Aryl Diazonium Salts." Chinese Journal of Organic Chemistry 34, no. 9 (2014): 1743. http://dx.doi.org/10.6023/cjoc201404004.

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37

Girard, A., F. Geneste, N. Coulon, C. Cardinaud, and T. Mohammed-Brahim. "SiGe derivatization by spontaneous reduction of aryl diazonium salts." Applied Surface Science 282 (October 2013): 146–55. http://dx.doi.org/10.1016/j.apsusc.2013.05.091.

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38

Heinrich, Markus R., Olga Blank, and Sabrina Wölfel. "Reductive Carbodiazenylation of Nonactivated Olefins via Aryl Diazonium Salts." Organic Letters 8, no. 15 (2006): 3323–25. http://dx.doi.org/10.1021/ol0611393.

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39

Le Floch, Fabien, Muriel Matheron, and Françoise Vinet. "Electrochemical grafting on SOI substrates using aryl diazonium salts." Journal of Electroanalytical Chemistry 660, no. 1 (2011): 127–32. http://dx.doi.org/10.1016/j.jelechem.2011.06.018.

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40

Zhang, Na, Zheng-Jun Quan, Zhang Zhang, Yu-Xia Da, and Xi-Cun Wang. "Synthesis of stilbene derivatives via visible-light-induced cross-coupling of aryl diazonium salts with nitroalkenes using –NO2 as a leaving group." Chemical Communications 52, no. 99 (2016): 14234–37. http://dx.doi.org/10.1039/c6cc08182g.

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41

Mateos, Javier, Tim Schulte, Deepak Behera, et al. "Nitrate reduction enables safer aryldiazonium chemistry." Science 384, no. 6694 (2024): 446–52. http://dx.doi.org/10.1126/science.adn7006.

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Aryldiazonium salts remain a staple in organic synthesis and are still prepared largely in accord with the protocol developed in the 19th century. Because of the favorable reactivity that often cannot be achieved with other aryl(pseudo)halides, diazonium chemistry continues to grow. Facile extrusion of dinitrogen contributes to the desired reactivity but is also reason for safety concerns. Explosions have occurred since the discovery of these reagents and still result in accidents. In this study, we report a diazonium chemistry paradigm shift based on nitrate reduction using thiosulfate or dih

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42

Hafiz, I. S. Abdel, A. A. Hassanien, and A. M. Hussein. "Alkyl Heteroaromatics as Building Blocks in Organic Synthesis: The Reactivity of Alkyl Azoles toward Electrophilic Reagents." Zeitschrift für Naturforschung B 54, no. 7 (1999): 923–28. http://dx.doi.org/10.1515/znb-1999-0716.

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Oxazolone (1) couples with aromatic diazonium salts to yield the arylhydrazones (3a-c). Compound 3 reacts with aniline to give aryl hydrazone (5). Compound 5 was also obtained via converting 1 into the imidazolone (4) and subsequent treatment of 4 with aromatic diazonium salts. Compounds 1 and 12 reacted with arylidenemalononitrile (6) to yield compounds 8 and 14 respectively. Also compounds 1, 12 condensed with an aromatic aldehydes to yield 11 and 17. Compounds 11, 17 reacted further with one molecule of malononitrile to give compounds 8 and 14, respectively. Compound 20 which was generated

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43

Murphy, Ian A., Peter S. Rice, Madison Monahan, et al. "Covalent Functionalization of Nickel Phosphide Nanocrystals with Aryl-Diazonium Salts." Chemistry of Materials 33, no. 24 (2021): 9652–65. http://dx.doi.org/10.1021/acs.chemmater.1c03255.

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44

Heinrich, Markus R., Olga Blank, Daniela Ullrich, and Marcel Kirschstein. "Allylation and Vinylation of Aryl Radicals Generated from Diazonium Salts." Journal of Organic Chemistry 72, no. 25 (2007): 9609–16. http://dx.doi.org/10.1021/jo701717k.

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45

Qiu, Zhipeng, Jun Yu, Peng Yan, Zhijie Wang, Qijin Wan, and Nianjun Yang. "Electrochemical Grafting of Graphene Nano Platelets with Aryl Diazonium Salts." ACS Applied Materials & Interfaces 8, no. 42 (2016): 28291–98. http://dx.doi.org/10.1021/acsami.5b11593.

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46

Mangeney, Claire, Zhengran Qin, Si Amar Dahoumane, et al. "Electroless ultrasonic functionalization of diamond nanoparticles using aryl diazonium salts." Diamond and Related Materials 17, no. 11 (2008): 1881–87. http://dx.doi.org/10.1016/j.diamond.2008.04.003.

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47

Wu, Jiang, Yang Gu, Xuebing Leng, and Qilong Shen. "Copper-Promoted Sandmeyer Difluoromethylthiolation of Aryl and Heteroaryl Diazonium Salts." Angewandte Chemie International Edition 54, no. 26 (2015): 7648–52. http://dx.doi.org/10.1002/anie.201502113.

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48

Wu, Jiang, Yang Gu, Xuebing Leng, and Qilong Shen. "Copper-Promoted Sandmeyer Difluoromethylthiolation of Aryl and Heteroaryl Diazonium Salts." Angewandte Chemie 127, no. 26 (2015): 7758–62. http://dx.doi.org/10.1002/ange.201502113.

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49

M., Zahurul Haque, Umar Ali M., and Hossen Ali M. "Reactions of diazonium salts with phenyl dithiocarbamate. Part-II. Formation of related arylazophenyldithiocarbamates." Journal Of Indian Chemical Society Vol.78, Jul 2001 (2001): 372–73. https://doi.org/10.5281/zenodo.5878572.

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BCSlR Laboratories, Rajshahi, Department of Chemistry, Rajshahi University, Rajshahi, Bangladesh <em>Manuscript received 11 October 1999, revised 7 July 2000, accepted 29 December 2000</em> Reaction of 1-naphthyldiazonium salt with ammonium salt of phenyldithiocarbamic acid gives 1-naphthylazophenyldithio carbamatc. Similar reaction bas been carried out with several other aryl diazonium chlorides. Antibacterial activity of the compounds has been evaluated.

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50

Antenucci, Achille, and Stefano Dughera. "C-N, C-O and C-S Ullmann-Type Coupling Reactions of Arenediazonium o-Benzenedisulfonimides." Reactions 3, no. 2 (2022): 300–311. http://dx.doi.org/10.3390/reactions3020022.

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Arenediazonium o-benzenedisulfonimides have been used as efficient electrophilic partners in Cu(I) catalysed Ullmann-type coupling. The synthetic protocols are mild and easy, and produced either N-alkylanilines, aryl ethers, or thioethers in fairly good yields (18 positive examples, average yield 66%). o-Benzenedisulfonimide was recovered at the end of the reactions and was reused to prepare the starting salts for further reactions. It is noteworthy that diazonium salts have been used as electrophilic partners in the Ullmann-type protocol for the first time.

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