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2. Salient Achievements in Synthetic Organic Chemistry Enabled by Mechanochemical Activation.

Author

Juaristi, Eusebio and Avila-Ortiz, C. Gabriela

Subjects
*ORGANIC synthesis, *SUZUKI reaction, *CHEMICAL processes, *AMMONIUM salts, *CHEMICAL reactions, *COMPUTATIONAL chemistry, *INORGANIC chemistry, *ORGANIC chemistry, *BENZOTRIAZOLE derivatives
Abstract

2018, 29: 1281 65 Kubota, K. Ito, H. Trends Chem. 2020, 2: 1066 66 Leitch, J A. Browne, D L. Chem. Eur. J. 2021, 27: 9721 67 Leonardi, M. Villacampa, M. Menéndez, J C. Chem. Sci. 2018, 9: 2042 68 Boldyreva, E. Faraday Discuss. Keywords: green chemistry; mechanochemistry; solid-state synthesis; synthetic organic chemistry; mechanoenzymology; sustainable chemistry; ball milling EN green chemistry mechanochemistry solid-state synthesis synthetic organic chemistry mechanoenzymology sustainable chemistry ball milling 2439 2459 21 07/31/23 20230817 NES 230817 Graph 1 Introduction Mechanochemistry, that is chemical transformations initiated or sustained by mechanical grinding or milling, or alternatively by twin-screw extrusion (TSE), with no or minimal solvent usage, has expanded from a laboratory curiosity to a useful, rapidly developing strategy for the preparation of molecules and amplification of their chemical reactivity. Chem. 2017, 13: 1907 20 Grätz, S. Borchardt, L. RSC Adv. 2016, 6: 64799 21 Willis-Fox, N. Rognin, E. Aljohani, T A. Daly, R. Chem. 2018, 4: 2499 22 Muñoz-Batista, M J. Rodriguez-Padron, D. Puente-Santiago, A R. Luque, R. ACS Sustainable Chem. Eng. 2018, 6: 9530 23 Dabral, S. Wotruba, H. Hernández, J G. Bolm, C. ACS Sustainable Chem. Eng. 2018, 6: 3242 24 Tan, D. Loots, L. Frisci'c, T. Chem. Commun. Xu, D.-Q. Green Chem. 2012, 14: 893 177 Jörres, M. Mersmann, S. Raabe, G. Bolm, C. Green Chem. 2013, 15: 612 178 Kristofíková, D. Meciarová, M. Rakovsky, E. Sebesta, R. ACS Sustainable Chem. Eng. 2020, 8: 14417 179 Némethová, V. Kristofíková, D. Meciarová, M. Sebesta, R. Chem. Rec. 2023, 23: e202200283 180 Mack, J. Shumba, M. Green Chem. 2007, 9: 328 181 Williams, M T. J. Morrill, L C. Browne, D L. ACS Sustainable Chem. Eng. 2020, 8: 17876 182 Veverková, E. Modrocká, V. Sebesta, R. Eur. J. Org. [Extracted from the article]

Published
2023
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6. Enantioselective synthesis of (S)-2-amino-3-phosphonopropionic acid, (S)-AP-3, and (R)-2-amino-4-phosphonobutanoic acid, (R)-AP-4, via diastereoselective azidation of (4R,5R)-trans-N-[(diethoxyphosphoryl)propionyl]- and (4R,5R)-trans-N-[(diethoxyphosphoryl)butanoyl]hexahydrobenzoxazolidin-2-one

Author

Reyes-Rangel, Gloria, primary, Marañón, Virginia, additional, Avila-Ortiz, C. Gabriela, additional, Anaya de Parrodi, Cecilia, additional, Quintero, Leticia, additional, and Juaristi, Eusebio, additional

Published
2006
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7. Tandem reactions initiated by the oxidative decarboxylation of 1-benzoyl-2(S)-tert-butyl-6(S)-carboxyperhydropyrimidin-4-one

Author

Iglesias-Arteaga, Martın A., Avila-Ortiz, C. Gabriela, and Juaristi, Eusebio

Subjects
*DECARBOXYLATION, *ELIMINATION reactions, *RADICALS (Chemistry)
Abstract

Treatment of the title perhydropyrimidinone with diacetoxyiodobenzene and iodine followed by addition of allyltrimethylsilane and boron trifluoride etherate afforded 1-benzoyl-2(S)-tert-butyl-2,3-dihydro-4(H)-pyrimidin-4-one in 65–71% yield, via an efficient three-step radical decarboxylation-oxidation-β-elimination tandem reaction. In contrast, when addition of allyltrimethylsilane/BF3·OEt2 was suppressed, a remarkable five-step tandem process led to the formation of vinylic iodide, 1-benzoyl-2(S)-tert-butyl-5-iodo-2,3-dihydro-4(H)-pyrimidin-4-one as the main product. [Copyright &y& Elsevier]

Published
2002
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