Download PDF
Wang, M.  et al.: Science of Synthesis: Knowledge Updates 2024/3 DOI: 10.1055/sos-SD-120-00336

20.2.1.2.11 Synthesis of Carboxylic Acids from Carboxylic Acid Derivatives

More Information

Book

Editors: Wang, M. ; Drabowicz, J. ; Jiang, X. ; Campagne, J.-M. 

Authors: Gulder, T. ; Kretzschmar, M. ; Marciniszyn, J. P.; Kiełbasiński, P. ; Kwiatkowska, M. ; Zhu, H. ; Fan, Q. ; Mita, T. ; Rawat, V. K. ; Favre-Réguillon, A. ; Leclerc, E. 

Title: Knowledge Updates 2024/3

Online ISBN: 9783132457089; Book DOI: 10.1055/b000000969

early view © Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

Science of Synthesis Knowledge Updates



Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.

Type: Multivolume Edition

Also available at
 


Abstract

Carboxylic acids are key intermediates in organic synthesis and their preparation from acid derivatives is a precious tool. This transformation has been previously reviewed in Section 20.2.1.2 and updated in 2011 in Section 20.2.1.2.10. The following update thus covers the literature since 2011 and describes either additional methods for known transformations or the use of new precursors for the preparation of carboxylic acids that were not covered in the original chapter or the first update.

Key words

carboxylic acids - esters - amides - thioacids - nitriles - alkynes - hydrolysis - hydrogenolysis - photochemistry - oxidation
 
  • 1 Jain NF, Masse CE. Science of Synthesis 2007; 20: 75
  • 2 Mourad AK, Czekelius C. Science of Synthesis Knowledge Updates 2011; 3: 57
  • 3 Yakukhnov SA, Ananikov VP. Adv. Synth. Catal. 2019; 361: 4781
  • 4 Sultane PR, Mete TB, Bhat RG. Tetrahedron Lett. 2015; 56: 2067
  • 5 Bhuyan S, Mandal S, Jana S, Chhetri K, Roy BG. Asian J. Org. Chem. 2022; 11: e202200185
  • 6 Baker AEG, Marchal E, Lund KAR, Thompson A. Can. J. Chem. 2014; 92: 1175
  • 7 Ilangovan A, Anandhan K, Kaushik MP. Tetrahedron Lett. 2015; 56: 1080
  • 8 Chen D, Xu C, Deng J, Jiang C, Wen X, Kong L, Zhang J, Sun H. Tetrahedron 2014; 70: 1975
  • 9 Pérez-López AM, González-Calderón D, Occorso A, Galindo-Ángel J, Domínguez-Seglar JF, Tamayo JA, Díaz-Gavilán M, Gómez-Vidal JA. Synlett 2014; 25: 2319
  • 10 Takagi K, Fukuda H, Shuto S, Otaka A, Arisawa M. Adv. Synth. Catal. 2015; 357: 2119
  • 11 Li N, Gui Y, Chu M, You M, Qiu X, Liu H, Wang S, Deng M, Ji B. Org. Lett. 2021; 23: 8460
  • 12 Koshikari Y, Sakakura A, Ishihara K. Org. Lett. 2012; 14: 3194
  • 13 Touchy AS, Rashed MN, Huang M, Toyao T, Shimizu K.-i, Siddiki SMAH. ACS Sustainable Chem. Eng. 2022; 10: 11 791
  • 14 Ding X, Wang P. J. Org. Chem. 2018; 83: 7459
  • 15 Ding X, Wang P. J. Org. Chem. 2018; 83: 10 736
  • 16 Chaudhuri A, Venkatesh Y, Behara KK, Singh NDP. Org. Lett. 2017; 19: 1598
  • 17 Liu H, Suzuki M, Kakiuchi K, Kawai T, Morimoto T. Synthesis 2023; 55: 150
  • 18 Jana A, Ikbal M, Singh NDP. Tetrahedron 2012; 68: 1128
  • 19 Noguchi T, Satoh S, Daikotu H, Kawashima Y, Imai N. Tetrahedron Lett. 2022; 104: 154 013
  • 20 Zhu R, Jiang J.-L, Li X.-L, Deng J, Fu Y. ACS Catal. 2017; 7: 7520
  • 21 Bröhmer MC, Mundinger S, Bräse S, Bannwarth W. Angew. Chem. Int. Ed. 2011; 50: 6175
  • 22 Mundinger S, Jakob U, Bannwarth W. Chem.–Eur. J. 2014; 20: 1258
  • 23 Siddiki SMAH, Rashed MN, Touchy AS, Jamil MAR, Jing Y, Toyao T, Maeno Z, Shimizu K.-i. Catal. Sci. Technol. 2021; 11: 1949
  • 24 Nishikawa Y, Mori D, Toyoda M, Amano Y, Hosoi M, Ando M, Hara O. Org. Lett. 2023; 25: 895
  • 25 Yedage SL, Bhanage BM. J. Org. Chem. 2017; 82: 5769
  • 26 Tan G, Zhang L, Liao X, Shi Y, Wu Y, Yang Y, You J. Org. Lett. 2017; 19: 4830
  • 27 Ge S, Arlow SI, Mormino MG, Hartwig JF. J. Am. Chem. Soc. 2014; 136: 14 401
  • 28 Wang R, Xie K.-j, Fu Q, Wu M, Pan G.-f, Lou D.-w, Liang F.-S. Org. Lett. 2022; 24: 2020
  • 29 Watanabe K, Terao N, Niwa T, Hosoya T. J. Org. Chem. 2021; 86: 11 822
  • 30 Kumar S, Dixit SK, Awasthi SK. Tetrahedron Lett. 2014; 55: 3802
  • 31 Li C, Zhao P, Li R, Zhang B, Zhao W. Angew. Chem. Int. Ed. 2020; 59: 10 913
  • 32 Zeng M, Herzon SB. J. Org. Chem. 2015; 80: 8604
  • 33 Feng Q, Wang Y, Zheng B, Huang S. Org. Lett. 2023; 25: 293
  • 34 Neumann K, Farnung J, Baldauf S, Bode JW. Nat. Commun. 2020; 11: 982