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Synthesis 2024; 56(03): 357-367
DOI: 10.1055/a-2142-8961
DOI: 10.1055/a-2142-8961
review
Synthetic Approaches to the 2019–2020 New Agrochemicals
Abstract
This review outlines the synthesis of the ten novel agrochemicals that received an International Standardization Organization (ISO) common name during 2019 and 2020. These agrochemicals will be used to control a wide range of weeds, insects and plant pathogens and their syntheses represent significant advances in the field of crop protection. The broad variety of different reactions, reagents and intermediates used to discover and produce this latest generation of agrochemicials is impressive.
1 Introduction
2 Fungicides and Virucides
3 Herbicides
4 Insecticides, Acaricides and Nematicides
5 Conclusion
Key words
synthesis - agrochemicals - crop protection - fungicides - herbicides - insecticides - acaricides - nematicidesPublikationsverlauf
Eingereicht: 21. Juni 2023
Angenommen nach Revision: 27. Juli 2023
Accepted Manuscript online:
27. Juli 2023
Artikel online veröffentlicht:
06. September 2023
© 2023. Thieme. All rights reserved
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References
- 1 Malthus TR. An Essay on the Principle of Population . J. Johnson; London: 1798
- 2 Wald, G. A Generation in Search of a Future, from a speech given at the Massachusetts Institute of Technology, March 4, 1969.
- 3 Jeanmart S, Edmunds AJ. F, Lamberth C, Pouliot M. Bioorg. Med. Chem. 2016; 24: 317
- 4 Jeanmart S, Edmunds AJ. F, Lamberth C, Pouliot M, Morris JA. Bioorg. Med. Chem. 2021; 39: 116162
- 5 Jeschke P. Eur. J. Org. Chem. 2022; e202101513
- 6 http://www.bcpcpesticidecompendium.org/index_new_frame.html (accessed Aug 29, 2023)
- 7 Luo B, Ning Y. J. Agric. Food Chem. 2022; 70: 957
- 8 Rheinheimer J. In Modern Crop Protection Compounds, 3rd ed. Jeschke P, Witschel M, Krämer W, Schirmer U. Wiley-VCH; Weinheim: 2019: 681-694
- 9 Walter H. In Bioactive Carboxylic Compound Classes: Pharmaceuticals and Agrochemicals . Lamberth C, Dinges J. Wiley-VCH; Weinheim: 2016: 405-425
- 10 Li S, Li X, Zhang H, Wang Z, Xu H. Bioorg. Med. Chem. 2021; 50: 116476
- 11 Xiong L, Li H, Jiang L.-N, Ge J.-M, Yang W.-C, Zhu XL, Yang G.-F. J. Agric. Food Chem. 2017; 65: 1021
- 12 Ji F, Zhang J, Chen X, Liu B, Zhou A, Feng Y, Zhao J, Huang L, Kang Z, Zhan G. J. Agric. Food Chem. 2023; 71: 5162
- 13 Wang Q, Mao Y, Li S, Li T, Wang J, Zhou M, Duan Y. J. Agric. Food Chem. 2022; 70: 7039
- 14 Chen W, Wei L, Li X, Ma H, Lou T, Zhang P, Zheng H, Zhu X, Zhang Y, Liu F, Chen C, Yang G. J. Agric. Food Chem. 2021; 69: 13006
- 15 Yang G, Xiong L, Chen Q. (Central China Normal University/Beijing Yoloo Bio-Technology Corp., Ltd.). WO2015/058444, 2015
- 16 Kremsner JM, Rack M, Pilger C, Kappe CO. Tetrahedron Lett. 2009; 50: 3665
- 17 Zhang Y, Chen Z, Nie J, Zhang F.-G, Ma J.-A. J. Org. Chem. 2019; 84: 7148
- 18 Giornal F, Pazenok S, Rodefeld L, Lui N, Vors J.-P, Leroux FR. J. Fluorine Chem. 2013; 152: 2
- 19 Jaunzems J, Braun M. Org. Process. Res. Dev. 2014; 18: 1055
- 20 Walter H, Tobler H, Gribkov D, Corsi C. Chimia 2015; 69: 425
- 21 Song H.-j, Liu Y.-x, Liu Y.-x, Huang Y.-q, Li Y.-q, Wang Q.-m. Bioorg. Med. Chem. Lett. 2014; 24: 5228
- 22 Liu Y, Song H, Huang Y, Li J, Zhao S, Song Y, Yang P, Xiao Z, Liu Y, Li Y, Shang H, Wang Q. J. Agric. Food Chem. 2014; 62: 9987
- 23 Lv X, Yuan M, Pei Y, Liu C, Wang X, Wu L, Cheng D, Ma X, Sun X. J. Agric. Food Chem. 2021; 69: 4992
- 24 Lv X, Xiang S, Wang X, Wu L, Liu C, Yuan M, Gong W, Min H, Hao C, Xue Y, Ma L, Cheng D, Sun X. Pest Manage Sci. 2020; 76: 3636
- 25 Wang H, Song H. J. Agric. Food Chem. 2020; 68: 2631
- 26 Sharma B, Kaur S, Legac J, Rosenthal PJ, Kumar V. Bioorg. Med. Chem. Lett. 2020; 30: 126810
- 27 Yao K, Zhao M, Zhang X, Wang Y, Li L, Zheng M, Peng S. Eur. J. Med. Chem. 2011; 46: 3237
- 28 Hirasawa K, Abe J, Nagahori H, Kitamoto S. Toxicol. Appl. Pharmacol. 2023; 465: 116439
- 29 Fukunaga S, Ogata K, Eguchi A, Matsunaga K, Sakurai K, Abe J, Cohen SM, Asano H. Regul. Toxicol. Pharmacol. 2022; 136: 105268
- 30 Hirasawa K, Abe J, Nagahori H, Kitamoto S. Toxicol. Appl. Pharmacol. 2022; 439: 115912
- 31 Sakurai K, Abe J, Hirasawa K, Takeuchi H, Kitamoto S. J. Agric. Food Chem. 2021; 69: 13190
- 32 Sakurai K, Kuroda T, Abe J, Toda H, Kitamoto S. Pharmacol. Res. Perspect. 2021; 9: e00877
- 33 Matsunaga K, Fukunaga S, Abe J, Takeuchi H, Kitamoto S, Tomigahara Y. J. Pestic. Sci. 2021; 46: 333
- 34 Matsunaga K, Abe J, Ogata K, Fukunaga S, Kitamoto S. J. Toxicol. Sci. 2021; 46: 601
- 35 Wang Q, Song H, Wang Q. Chin. Chem. Lett. 2022; 33: 626
- 36 Beaudegnies R, Cassayre J, Gott BD, Jackson DA, Luethy C, Quaranta L, Vettiger T, Wenger J, Zeller M. (Syngenta Crop Protection AG) WO2007/083090, 2007
- 37 He B, Hu Y, Wang W, Yan W, Ye Y. Agronomy 2022; 12: 2792
- 38 Dayan FE. Plants 2019; 8: 341
- 39 Chen Y. (FMC Corporation) WO2018/175226, 2018
- 40 Umetsu N, Shirai Y. J. Pestic. Sci. 2020; 45: 54
- 41 Tresch S, Heilmann M, Christiansen N, Looser R, Grossmann K. Phytochemistry 2012; 76: 162
- 42 Kusuoka Y, Akeboshi T, Io T, Nakamura D. (Nissan Chemical Industries, Ltd.) WO2015/060402, 2015
- 43 Nakao T, Banba S. Bioorg. Med. Chem. 2016; 24: 372
- 44 Nakao T, Banba S. Pestic. Biochem. Physiol. 2015; 121: 39
- 45 Jeschke P. Pest Manage. Sci. 2016; 72: 210
- 46 Zhou J, Qiu L, Liang Q, Zhou Y, Sun J, Gao Q, He H, Ding W, Xue J, Li Y. Int. J. Mol. Sci. 2023; 24: 5461
- 47 Shu H, Lin Y, Zhang Z, Qiu L, Ding W, Gao Q, Xue J, Li Y, He H. BMC Genomics 2023; 24: 3
- 48 Cheng S, Li R, Chen Z, Ni J, Lv N, Liang P, Guo T, Zhen C, Liang P, Gao X. Ind. Crops Prod. 2023; 192: 116053
- 49 Luo C, Xu Q, Huang C, Luo L, Zhu J, Zhang R, Huang G, Yin D. Org. Process Res. Dev. 2020; 24: 1024
- 50 Zhu J, Lv L, Huang C, Luo L, Zhang R. (CAC Nantong Chemical Co., Ltd.) CN112707836, 2021
- 51 Salgado VL, Schnatterer S, Holmes KA. In Modern Crop Protection Compounds, 3rd ed. Jeschke P, Witschel M, Krämer W, Schirmer U. Wiley-VCH; Weinheim: 2019: 1449-1478
- 52 Schnatterer S. In Bioactive Heterocyclic Compound Classes: Agrochemicals . Lamberth C, Dinges J. Wiley-VCH; Weinheim: 2012: 239-250
- 53 Parmentier C, Baze A, Untrau M, Kampkoetter A, Lasserre D, Richert L. Toxicol. Appl. Pharmacol. 2022; 435: 115831
- 54 Rembiak A, Mechler T, Ford MJ. (Bayer AG) WO2019/224138, 2019
- 55 Rembiak A, Heilmann EK. (Bayer AG) WO2019/224139, 2019
- 56 Lang J, Yang H, Yu H. Int. J. Food Sci. Agric. 2022; 6: 149
- 57 Li R, Wang S, Chang J, Pan X, Dong F, Li Z, Zheng Y, Li Y. Environ. Int. 2022; 169: 107522
- 58 Yu H, Xu M, Cheng Y, Wu H, Luo Y, Li B. ARKIVOC 2012; (vi): 26
- 59 Sun J, Li C, Jiang J, Song C, Wang C, Feng K, Wei P, He L. Pestic. Biochem. Physiol. 2022; 183: 105062
- 60 Chen J.-C, Gong Y.-J, Shi P, Wang Z.-H, Cao L.-J, Wang P, Wei S.-J. Exp. Appl. Acarol. 2019; 77: 545
- 61 Ouyang J, Tian Y, Jiang C, Yang Q, Wang H, Li Q. PLoS ONE 2018; 13: e0199269
- 62 Yu H, Cheng Y, Xu M, Song Y, Luo Y, Li B. J. Agric. Food Chem. 2016; 64: 9586
- 63 Wang S, Li R, Dong F, Zheng Y, Li Y. Food Chem. 2023; 400: 134049
- 64 Lin T, Zeng Z, Chen Y, You Y, Hu J, Yang F, Wei H. Ecotoxicol. Environ. Saf. 2021; 226: 112812
- 65 Liu D, Zhang L, Zhang J. Z. Kristallogr. New Cryst. Struct. 2023; 238: 153
- 66 Yasumura S. (Kumiai Chemical Industry Co., Ltd.) WO2019/208355, 2019
- 67 Tsukamoto M, Nakamura T, Kimura H, Nakayama H. J. Pestic. Sci. 2021; 46: 125
- 68 Li Y, Tang Y, Xue Z, Wang Y, Shi Y, Gao X, Li X, Li G, Li F, Lu L, Miao J, Liu X. J. Agric. Food Chem. 2023; 71: 1886
- 69 Xue Z, Zhong S, Shen J, Sun Y, Gao X, Wang X, Li F, Lu L, Liu X. J. Agric. Food Chem. 2023; 71: 3694
- 70 Jeschke P. Pest Manage. Sci. 2017; 73: 1053
- 71 Loiseleur, O. TYMIRIUM Technology: The Discovery of Cyclobutrifluram, 15th IUPAC International Congress of Crop Protection Chemistry, New Delhi, India, March 14-17, 2023