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Fensterbank, L.  et al.: 2021 Science of Synthesis, 2020/4: Free Radicals: Fundamentals and Applications in Organic Synthesis 1 DOI: 10.1055/sos-SD-234-00203
Free Radicals: Fundamentals and Applications in Organic Synthesis 1

1.10 Boron-Centered Radicals

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Herausgeber: Fensterbank, L. ; Ollivier, C.

Autoren: André-Joyaux, E.; Bellanger, C.; Bertrand, M. P.; Besson, E. ; Bietti, M.; Braïda, B.; Cahoon, S. B.; Casano, G.; Chelli, S.; Chen, Y.; Chiba, S. ; Dénès, F. ; Derat, E.; Gastaldi, S. ; Gnägi, L.; Kaga, A.; Lakhdar, S. ; Liu, D.; Lu, X.-L.; Maestri, G. ; Melendez, C.; Ouari, O. ; Renaud, P. ; Rovis, T.; Serafino, A.; Shirakawa, E. ; Soulard, V.; Treacy, S. M.; Wang, B.; Wang, Y.-F.; Yoon, T. P.; Yorimitsu, H.; Zhang, F.-L.; Zhang, J.; Zhang, X.

Titel: Free Radicals: Fundamentals and Applications in Organic Synthesis 1

Print ISBN: 9783132435520; Online ISBN: 9783132435537; Buch-DOI: 10.1055/b000000087

1st edition © 2021. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Fachgebiete: Organische Chemie;Chemische Reaktionen, Katalyse;Organometallchemie;Chemische Labormethoden, Stöchiometrie

Science of Synthesis Reference Libraries



Übergeordnete Publikation

Titel: Science of Synthesis

DOI: 10.1055/b-00000101

Reihenherausgeber: 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.; Fürstner, A.; Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L

Typ: Mehrbändiges Werk

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Abstract

Boryl radicals have emerged as powerful radical intermediates in organic synthesis. This review summarizes recently developed transformations involving boryl radical species, including C—B bond formation reactions, reduction reactions, and radical catalysis.

Schlüsselwörter

radicals - boryl radicals - borylation - reduction - organoboron compounds - radical catalysis - C—C bond formation
 
  • 1 Baban JA, Roberts BP. J. Chem. Soc., Chem. Commun. 1983; 1224
  • 2 Rablen PR. J. Am. Chem. Soc. 1997; 119: 8350
  • 3 Roberts BP. Chem. Soc. Rev. 1999; 28: 25
  • 4 Ueng S.-H, Brahmi MM, Derat É, Fensterbank L, Lacôte E, Malacria M, Curran DP. J. Am. Chem. Soc. 2008; 130: 10082
  • 5 Ueng S.-H, Solovyev A, Yuan X, Geib SJ, Fensterbank L, Lacôte E, Malacria M, Newcomb M, Walton JC, Curran DP. J. Am. Chem. Soc. 2009; 131: 11256
  • 6 Walton JC, Brahmi MM, Fensterbank L, Lacôte E, Malacria M, Chu Q, Ueng S.-H, Solovyev A, Curran DP. J. Am. Chem. Soc. 2010; 132: 2350
  • 7 Taniguchi T. Eur. J. Org. Chem. 2019; 6308
  • 8 Mo F, Jiang Y, Qiu D, Zhang Y, Wang J. Angew. Chem. Int. Ed. 2010; 49: 1846
  • 9 Friese FW, Studer A. Chem. Sci. 2019; 10: 8503
  • 10 Yan G, Huang D, Wu X. Adv. Synth. Catal. 2018; 360: 1040
  • 11 Zhang F.-L, Wang Y.-F. Science of Synthesis: Advances in Organoboron Chemistry towards Organic Synthesis. 2019. 1. 355
    Google Scholar
  • 12 Ren S.-C, Zhang F.-L, Xu A.-Q, Yang Y, Zheng M, Zhou X, Fu Y, Wang Y.-F. Nat. Commun. 2019; 10: 1934
  • 13 Huang Y.-S, Wang J, Zheng W.-X, Zhang F.-L, Yu Y.-J, Zheng M, Zhou X, Wang Y.-F. Chem. Commun. (Cambridge) 2019; 55: 11904
  • 14 Jin J.-K, Zheng W.-X, Xia H.-M, Zhang F.-L, Wang Y.-F. Org. Lett. 2019; 21: 8414
  • 15 Liu X, Lin EE, Chen G, Li J.-L, Liu P, Wang H. Org. Lett. 2019; 21: 8454
  • 16 Dai W, Geib SJ, Curran DP. J. Am. Chem. Soc. 2019; 141: 12355
  • 17 Watanabe T, Hirose D, Curran DP, Taniguchi T. Chem.–Eur. J. 2017; 23: 5404
  • 18 Shimoi M, Kevlishvili I, Watanabe T, Maeda K, Geib SJ, Curran DP, Liu P, Taniguchi T. Angew. Chem. Int. Ed. 2020; 59: 903
  • 19 Takahashi K, Shimoi M, Watanabe T, Maeda K, Geib SJ, Curran DP, Taniguchi T. Org. Lett. 2020; 22: 2054
  • 20 Zhou N, Yuan X.-A, Zhao Y, Xie J, Zhu C. Angew. Chem. Int. Ed. 2018; 57: 3990
  • 21 Xia P.-J, Song D, Ye Z.-P, Hu Y.-Z, Xiao J.-A, Xiang H.-Y, Chen X.-Q, Yang H. Angew. Chem. Int. Ed. 2020; 59: 6706
  • 22 Xia P.-J, Ye Z.-P, Hu Y.-Z, Xiao J.-A, Chen K, Xiang H.-Y, Chen X.-Q, Yang H. Org. Lett. 2020; 22: 1742
  • 23 Dai W, Geib SJ, Curran DP. J. Am. Chem. Soc. 2020; 142: 6261
  • 24 Qi J, Zhang F.-L, Jin J.-K, Zhao Q, Li B, Liu L.-X, Wang Y.-F. Angew. Chem. Int. Ed. 2020; 59: 12876
  • 25 Kawamoto T, Okada T, Curran DP, Ryu I. Org. Lett. 2013; 15: 2144
  • 26 Jin J.-K, Zhang F.-L, Wang Y.-F. Huaxue Xuebao 2019; 77: 889
  • 27 Xu A.-Q, Zhang F.-L, Ye T, Yu Z.-X, Wang Y.-F. CCS Chem. 2019; 1: 504
  • 28 Chen K, Zhang S, He P, Li P. Chem. Sci. 2016; 7: 3676
  • 29 Qiao Y, Yang Q, Schelter EJ. Angew. Chem. Int. Ed. 2018; 57: 10999
  • 30 Liu Q, Hong J, Sun B, Bai G, Li F, Liu G, Yang Y, Mo F. Org. Lett. 2019; 21: 6597
  • 31 Candish L, Teders M, Glorius F. J. Am. Chem. Soc. 2017; 139: 7440
  • 32 Cheng W.-M, Shang R, Zhao B, Xing W.-L, Fu Y. Org. Lett. 2017; 19: 4291
  • 33 Hu D, Wang L, Li P. Org. Lett. 2017; 19: 2770
  • 34 Fawcett A, Pradeilles J, Wang Y, Mutsuga T, Myers EL, Aggarwal VK. Science (Washington, D. C.) 2017; 357: 283
  • 35 Wang J, Shang M, Lundberg H, Feu KS, Hecker SJ, Qin T, Blackmond DG, Baran PS. ACS Catal. 2018; 8: 9537
  • 36 Wu J, He L, Noble A, Aggarwal VK. J. Am. Chem. Soc. 2018; 140: 10700
  • 37 Sandfort F, Strieth-Kalthoff F, Klauck FJR, James MJ, Glorius F. Chem.–Eur. J. 2018; 24: 17210
  • 38 Kubota K, Pang Y, Miura A, Ito H. Science (Washington, D. C.) 2019; 366: 1500
  • 39 Liu W, Yang X, Gao Y, Li C.-J. J. Am. Chem. Soc. 2017; 139: 8621
  • 40 Lu X, Zhang Z.-Q, Yu L, Zhang B, Wang B, Gong T.-J, Tian C.-L, Xiao B, Fu Y. Chin. J. Chem. 2019; 37: 11
  • 41 Friese FW, Studer A. Angew. Chem. Int. Ed. 2019; 58: 9561
  • 42 Wu J, Bär RM, Guo L, Noble A, Aggarwal VK. Angew. Chem. Int. Ed. 2019; 58: 18830
  • 43 Mazzarella D, Magagnano G, Schweitzer-Chaput B, Melchiorre P. ACS Catal. 2019; 9: 5876
  • 44 Huang C, Feng J, Ma R, Fang S, Lu T, Tang W, Du D, Gao J. Org. Lett. 2019; 21: 9688
  • 45 Zhang J.-J, Duan X.-H, Wu Y, Yang J.-C, Guo L.-N. Chem. Sci. 2019; 10: 161
  • 46 Wang G, Cao J, Gao L, Chen W, Huang W, Cheng X, Li S. J. Am. Chem. Soc. 2017; 139: 3904
  • 47 Cao J, Wang G, Gao L, Cheng X, Li S. Chem. Sci. 2018; 9: 3664
  • 48 Gao L, Wang G, Cao J, Yuan D, Xu C, Guo X, Li S. Chem. Commun. (Cambridge) 2018; 54: 11534
  • 49 Cheng Y, Mück-Lichtenfeld C, Studer A. J. Am. Chem. Soc. 2018; 140: 6221
  • 50 Cao J, Wang G, Gao L, Chen H, Liu X, Cheng X, Li S. Chem. Sci. 2019; 10: 2767
  • 51 Koniarczyk JL, Greenwood JW, Alegre-Requena JV, Paton RS, McNally A. Angew. Chem. Int. Ed. 2019; 58: 14882
  • 52 Guo A, Han J.-B, Tang X.-Y. Org. Lett. 2018; 20: 2351
  • 53 Guo A, Han J.-B, Zhu L, Wei Y, Tang X.-Y. Org. Lett. 2019; 21: 2927
  • 54 Zhao D, Xie Z. Angew. Chem. Int. Ed. 2016; 55: 3166
  • 55 Mills HA, Martin JL, Rheingold AL, Spokoyny AM. J. Am. Chem. Soc. 2020; 142: 4586