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Journal articles on the topic 'Ritter amidation'

Author: Grafiati

Published: 5 June 2025

Last updated: 24 June 2025

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1

Chai, Jinkui, Wei Ding, Chen Wang, Shingo Ito, Junliang Wu, and Naohiko Yoshikai. "Ritter-type iodo(iii)amidation of unactivated alkynes for the stereoselective synthesis of multisubstituted enamides." Chemical Science 12, no. 45 (2021): 15128–33. http://dx.doi.org/10.1039/d1sc05240c.

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2

Cazorla, Clément, Estelle Métay, Bruno Andrioletti, and Marc Lemaire. "Ritter-type amidation of alkylboron derivatives with nitriles." Tetrahedron Letters 50, no. 49 (2009): 6855–57. http://dx.doi.org/10.1016/j.tetlet.2009.09.132.

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3

Khusnutdinov, Ravil I., Tatyana M. Egorova, Ekaterina S. Meshcheryakova, Leonard M. Khalilov, and Usein M. Dzhemilev. "The ferric chloride-catalyzed Ritter amidation of norbornane-type dienes." Mendeleev Communications 29, no. 2 (2019): 143–44. http://dx.doi.org/10.1016/j.mencom.2019.03.007.

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4

Cazorla, Clement, Estelle Metay, Bruno Andrioletti, and Marc Lemaire. "ChemInform Abstract: Ritter-Type Amidation of Alkylboron Derivatives with Nitriles." ChemInform 41, no. 11 (2010): no. http://dx.doi.org/10.1002/chin.201011049.

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5

Firouzabadi, H., A. R. Sardarian, and H. Badparva. "Highly Selective Amidation of Benzylic Alcohols with Nitriles. A Modified Ritter Reaction." Synthetic Communications 24, no. 5 (1994): 601–7. http://dx.doi.org/10.1080/00397919408012637.

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6

Khusnutdinov, Ravil I., Tatyana M. Egorova, Rishat I. Aminov, Ekaterina S. Mescheryakova, and Leonard M. Khalilov. "Iron(III) chloride promoted Ritter amidation of saturated cyclopropane-containing polycyclic hydrocarbons." Mendeleev Communications 30, no. 3 (2020): 369–71. http://dx.doi.org/10.1016/j.mencom.2020.05.036.

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7

Park, Sang Won, Soong-Hyun Kim, Jaeyoung Song, et al. "Hypervalent iodine-mediated Ritter-type amidation of terminal alkenes: The synthesis of isoxazoline and pyrazoline cores." Beilstein Journal of Organic Chemistry 14 (May 11, 2018): 1028–33. http://dx.doi.org/10.3762/bjoc.14.89.

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Hypervalent iodine-mediated olefin functionalization provides a rapid gateway towards accessing both various heterocyclic cores and functional groups. In this regard, we have developed a Ritter-type alkene functionalization utilizing a PhI(OAc)2 ((diacetoxyiodo)benzene, PIDA)/Lewis acid combination in order to access isoxazoline and pyrazoline cores. Based on allyl ketone oximes and allyl ketone tosylhydrazones, we have developed an alkene oxyamidation and amido-amidation protocol en route to accessing both isoxazoline and pyrazoline cores. Additionally, acetonitrile serves as both the solvent and an amine source in the presence of this PIDA/Lewis acid combination. This operationally straightforward and metal-free protocol provides an easy access to isoxazoline and pyrazoline derivatives.

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8

FIROUZABADI, H., A. R. SARDARIAN, and H. BADPARVA. "ChemInform Abstract: Highly Selective Amidation of Benzylic Alcohols with Nitriles. A Modified Ritter Reaction." ChemInform 25, no. 41 (2010): no. http://dx.doi.org/10.1002/chin.199441099.

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9

Hassan, Ghasemnejad-Bosra, and Habibzadeh Setareh. "Amberlite IR-120 catalyzed, microwave-assisted one-pot synthesis of amides from nitriles by Ritter reaction." Journal of Indian Chemical Society Vol. 91, Jan 2014 (2014): 117–21. https://doi.org/10.5281/zenodo.5636369.

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Department of Chemistry, Islamic Azad University-Babol Branch, Babol, Iran E-mail : h_ghasem2000@yahoo.it Fax : 98-111-2415132 Industrial Noshiravani University, Babol, Iran Manuscript received online 13 January 2013, revised 09 February 2013, accepted 05 March 2013 <strong>A variety of alkenes and alcohols undergo one-pot amidation with nitriles in the presence of amberlite IR120 as a mild and effective catalyst under microwave irradiation and mild conditions to afford the corresponding secondary amides in good to excellent yields. This is a highly efficient method for the preparation of a-arylethyl amides especially from alcohols and vinyl arenas without any side reactions such as olefin polymerization. The use of readily available and easy to handle reagent amberlite IR-120 makes this method simple, convenient, and practical.</strong>

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10

Hassan, Ghasemnejad-Bosra, and Habibzadeh Setareh. "Amberlite IR-120 catalyzed, microwave-assisted one-pot synthesis of amides from nitriles by Ritter reaction." Journal Of Indian Chemical Society Vol. 91, Jan 2014 (2014): 117–21. https://doi.org/10.5281/zenodo.5746682.

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Department of Chemistry, Islamic Azad University-Babol Branch, Babol, Iran <em>E-mail</em> : h_ghasem2000@yahoo.it Fax : 98-111-2415132 Industrial Noshiravani University, Babol, Iran <em>Manuscript received online 13 January 2013, revised 09 February 2013, accepted 05 March 2013</em> A variety of alkenes and alcohols undergo one-pot amidation with nitriles in the presence of amberlite <strong>IR-120</strong> as a mild and effective catalyst under microwave irradiation and mild conditions to afford the corresponding secondary amides in good to excellent yields. This is a highly efficient method for the preparation of <strong>α</strong>-arylethyl amides especially from alcohols and vinyl arenas without any side reactions such as olefin polymerization. The use of readily available and easy to handle reagent amberlite <strong>IR-120</strong> makes this method simple, convenient, and practical.

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11

Nair, Vijay, T. D. Suja, and Kishor Mohanan. "A convenient protocol for C–H oxidation mediated by an azido radical culminating in Ritter-type amidation." Tetrahedron Letters 46, no. 18 (2005): 3217–19. http://dx.doi.org/10.1016/j.tetlet.2005.03.048.

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12

Yadav, J. S., B. V. Subba Reddy, T. Pandurangam, Y. Jayasudan Reddy, and Manoj K. Gupta. "PMA/SiO2 catalyzed amidation of alcohols with nitriles: A simple, cost-effective and recyclable catalytic system for Ritter reaction." Catalysis Communications 9, no. 6 (2008): 1297–301. http://dx.doi.org/10.1016/j.catcom.2007.11.021.

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13

Subba Reddy, B. V., N. Sivasankar Reddy, Ch Madan, and J. S. Yadav. "HBF4·OEt2 as a mild and versatile reagent for the Ritter amidation of olefins: a facile synthesis of secondary amides." Tetrahedron Letters 51, no. 37 (2010): 4827–29. http://dx.doi.org/10.1016/j.tetlet.2010.07.032.

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14

Reddy, B. V. Subba, N. Sivasankar Reddy, Ch Madan, and J. S. Yadav. "ChemInform Abstract: HBF4·OEt2 as a Mild and Versatile Reagent for the Ritter Amidation of Olefins: A Facile Synthesis of Secondary Amides." ChemInform 41, no. 48 (2010): no. http://dx.doi.org/10.1002/chin.201048038.

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15

Firouzabadi, Habib, Nasser Iranpoor, and Abbas Khoshnood. "Dodecatungstophosphoric acid (H3PW12O40) as a highly efficient catalyst for the amidation of alcohols and protected alcohols with nitriles in water: A modified Ritter reaction." Catalysis Communications 9, no. 4 (2008): 529–31. http://dx.doi.org/10.1016/j.catcom.2007.07.042.

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16

Yasui, Motohiro, Maki Inoue, Kotone Nakao, Norihiko Takeda, and Masafumi Ueda. "Sc(OTf)₃-Catalyzed Iodocyclization/Ritter-Type Amidation of N-Alkoxypropiolamides: A Synthetic Strategy for Isoxazol-3(2H)-ones." Journal of Organic Chemistry 86, no. 21 (2021): 15498–508. http://dx.doi.org/10.1021/acs.joc.1c01987.

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17

Ratnakar Reddy, K., Y. Poornachandra, G. Jitender Dev, et al. "Synthesis of novel amide functionalized 2H-chromene derivatives by Ritter amidation of primary alcohol using HBF4·OEt2 as a mild and versatile reagent and evaluation of their antimicrobial and anti-biofilm activities." Bioorganic & Medicinal Chemistry Letters 25, no. 15 (2015): 2943–47. http://dx.doi.org/10.1016/j.bmcl.2015.05.041.

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18

Ratnakar Reddy, K., Y. Poornachandra, G. Jitender Dev, et al. "ChemInform Abstract: Synthesis of Novel Amide Functionalized 2H-Chromene Derivatives by Ritter Amidation of Primary Alcohol Using HBF4·OEt2as a Mild and Versatile Reagent and Evaluation of Their Antimicrobial and anti-Biofilm Activities." ChemInform 46, no. 44 (2015): no. http://dx.doi.org/10.1002/chin.201544162.

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19

Tang, Enrong, Quan-Quan Zhou та Jie-Ping Wan. "Visible-light-induced Ritter-type amidation of α-hydroxy ketones in the selectively synthesis of α,α-diamido and monoamido ketones". Chemical Communications, 2024. http://dx.doi.org/10.1039/d4cc02334j.

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A visible light induced, transition metal-free oxidative dehydroxylation and C-H amidation of α-hydroxy ketones involving a Ritter-type amidation has been developed, leading to the selectively synthesis of α,α-diamido- and α-monoamido...

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20

Chu, Qiao, Yeqin Zhou, Ce Ji, Ping Liu, and Peipei Sun. "Electrochemical Benzylic C(sp3)−H Amidation via Ritter-type Reaction in the Absence of External Mediator and Oxidant." Synthesis, December 5, 2022. http://dx.doi.org/10.1055/a-1992-7066.

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A straightforward method involved electrochemical Ritter-type amidation of alkyl arenes in the absence of external mediator and oxidant is described. This direct benzylic C(sp3)−H amidation utilizes cheap CH3CN or other nitriles as the nitrogen source and trace amount of H2O in the solvent as the oxygen and hydrogen source. A wide range of alkyl arenes were found to be compatible, providing a variety of N-benzyl substituted amides in moderate to good yields.

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21

Zhang, Lei, Bo Chen, Peipei He, Guosong Li, Lan-Cui Zhang, and Shuang Gao. "Polyoxometalate Ionic Liquid-Catalyzed Ritter Reaction for Efficient Synthesis of Amides." Synlett, May 17, 2022. http://dx.doi.org/10.1055/a-1854-9958.

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A series of polyoxometalate-ionic liquid catalysts that combine the features of polyoxometalate and ionic liquid with the introduce of acidity and miscibility have been developed to promote the Ritter reaction. Among them, [BSmim]CuPW12O40 displays the highest activity for the amidation of a variety of alcohols with nitriles, delivering the corresponding amide products in good to excellent yields. Furthermore, it can be easily scaled up to the gram scale without losing eﬃciency. Hence, this process provides an appealing way to prepare amides from the Ritter reaction by using polyoxometalate-ionic liquid based catalysts.

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22

Lepori, Mattia, Indrasish Dey, Cassie Pratley, and Joshua Philip Barham. "Merging New and Old Concepts: Tandem Oxidative Radical‐Polar Crossover Ritter Amidation via Multicomponent Photo‐ and Electrochemical Processes." European Journal of Organic Chemistry, September 18, 2024. http://dx.doi.org/10.1002/ejoc.202400840.

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Nitrogen‐containing drug molecules and pharmaceuticals are ubiquitous, rendering the construction of C–N bonds a crucial target in methodology development. The Ritter reaction is a well‐established method for accessing C–N bonds by generating amide functionality through the reaction of carbocations and nitriles. Since its discovery back in 1948, the Ritter reaction has progressively advanced towards milder and more sustainable conditions for carbocation generation. In this regard, notable contributions have been made by means of single electron transfer (SET) chemistry. Nowadays, photo‐ and electrochemistry are established methods of choice for the generation of reactive radical intermediates and their subsequent oxidation via radical‐polar crossover (RPC) mechanism. We review recent examples of tandem RPC and Ritter‐type protocols, demonstrating how photo‐ and electrochemical energies have been effectively harvested to expand the precursor pool for the Ritter reaction and also reimagine the process with novel mechanisms and additives.

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23

Karu, Sudheer Kumar, Navyasree Pilli, and Chandrasekharam Malapaka. "Acid‐Catalyzed Tandem Ritter and Mannich Reactions for Direct Access to 3‐Aryl 3‐amidooxindoles from Isatin." ChemistrySelect 8, no. 47 (2023). http://dx.doi.org/10.1002/slct.202304188.

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AbstractThree‐component tandem Ritter and Mannich reactions were developed for one‐pot arylation and acyl protected amination of isatin. The acid catalyzed reaction produced wide variety of 3‐aryl‐3‐amidooxindoles directly from commercially available isatin. The C3 functionalization of isatin is affected by condensation with electron rich arenes and nitriles or amides with concomitant C−C and C−N bonds formation. Substituted isatins, different nucleophiles (cyclic and acyclic N, N‐disubstituted arylamines), aliphatic nitriles, and amides expanded the scope of the reaction. The reaction is simple, general, efficient and can switch the amidation substrate from nitriles in Ritter reaction to amides in Mannich reaction.

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24

Lepori, Mattia, Cassie Pratley, Indrasish Dey, Valeria Butera, Veronika Roider, and Joshua Philip Barham. "Photocatalysis Enables Chemodivergent Radical Polar Crossover: Ritter‐Type Amidation vs Heck‐Type Olefin Carbofunctionalizations." Chemistry – A European Journal, March 18, 2025. https://doi.org/10.1002/chem.202500666.

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Three‐component alkene difunctionalization reactions constitute an ideal platform to rapidly build molecular complexity, enabling the simultaneous introduction of two distinct, orthogonal functional groups into the C=C bond in a single step. Herein, we report a photoredox catalyzed Ritter‐type carboamidation of electronically diverse styrenes harnessing non‐stabilized, nucleophilic primary radicals generated from readily‐accessible carboxylic acid‐derived redox active esters. Furthermore, it was found that Heck‐type products were chemoselectively obtained by simply switching aryl olefin acceptors with 1,1‐diarylolefins. In the context of photocatalytic chemodivergent radical polar crossover, the synthesis of various trisubstituted alkenes was achieved, simultaneously revealing a divergence in the activation of redox‐active esters towards reduction. In‐depth mechanistic studies demonstrated both transformation pathways, while DFT calculations indicated the origin of product switchability. Both Ritter‐type and Heck‐type olefin carbofunctionalizations were scalable up to 4 mmol scale in batch and continuous flow, proving the synthetic utility of our methodology.

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25

Lepori, Mattia, Cassie Pratley, Indrasish Dey, Valeria Butera, Veronika Roider, and Joshua P. Barham. "Cover Feature: Photocatalysis Enables Chemodivergent Radical Polar Crossover: Ritter‐Type Amidation vs Heck‐Type Olefin Carbofunctionalizations." Chemistry – A European Journal 31, no. 33 (2025). https://doi.org/10.1002/chem.202583302.

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26

Nair, Vijay, T. D. Suja, and Kishor Mohanan. "A Convenient Protocol for C—H Oxidation Mediated by an Azido Radical Culminating in Ritter-Type Amidation." ChemInform 36, no. 34 (2005). http://dx.doi.org/10.1002/chin.200534067.

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27

Lepori, Mattia, Indrasish Dey, Cassie Pratley, and Joshua P. Barham. "Front Cover: Merging New and Old Concepts: Tandem Oxidative Radical‐Polar Crossover Ritter Amidation via Multicomponent Photo‐ and Electrochemical Processes (Eur. J. Org. Chem. 45/2024)." European Journal of Organic Chemistry 27, no. 45 (2024). https://doi.org/10.1002/ejoc.202484501.

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