9 Immobilized Reagents and Multistep Processes
Book
Editors: Jamison, T. F.; Koch, G.
Title: Flow Chemistry in Organic Synthesis
Print ISBN: 9783132423312; Online ISBN: 9783132423350; Book DOI: 10.1055/b-006-161272
1st edition © 2018. Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry
Science of Synthesis Reference Libraries
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
Abstract
Multistep continuous-flow processing enables the direct preparation of complex chemical materials from simple input streams through a series of complexity-adding reaction steps. The use of polymer-supported reagents can greatly facilitate this process through the inline hosting of reagents or catalysts, the scavenging of spent materials or impurities, or even the temporary hosting of reactive intermediates prior to their reaction and release from the support. This chapter provides a comprehensive overview of such polymer-supported techniques.
Key words
polymer-supported reagents - multistep flow synthesis - natural products - pharmaceutical agents - catch and release- 5 Ley SV, Baxendale IR, Bream RN, Jackson PS, Leach AG, Longbottom DA, Nesi M, Scott JS, Storer RI, Taylor SJ. J. Chem. Soc., Perkin Trans. 1 2000; 3815
- 14 Ingham RJ, Battilocchio C, Fitzpatrick DE, Sliwinski E, Hawkins JM, Ley SV. Angew. Chem. Int. Ed. 2015; 54: 144
- 15 Mascia S, Heider PL, Zhang H, Lakerveld R, Benyahia B, Barton PI, Braatz RD, Cooney CL, Evans JMB, Jamison TF, Jensen KF, Myerson AS, Trout BL. Angew. Chem. Int. Ed. 2013; 52: 12359
- 17 Adamo A, Beingessner RL, Behnam M, Chen J, Jamison TF, Jensen KF, Monbaliu J.-CM, Myerson AS, Revalor EM, Snead DR, Stelzer T, Weeranoppanant N, Wong SY, Zhang P. Science (Washington, D. C.) 2016; 352: 61
- 20 Ley SV, Fitzpatrick DE, Myers RM, Battilocchio C, Ingham RJ. Angew. Chem. Int. Ed. 2015; 54: 10122
- 21 Anastas PT, Warner JC. Green Chemistry: Theory and Practice. Oxford University Press; Oxford, UK 1998
- 23 Cervera-Padrell AE, Nielsen JP, Jønch Pedersen M, Müller Christensen K, Mortensen AR, Skovby T, Dam-Johansen K, Kiil S, Gernaey KV. Org. Process Res. Dev. 2012; 16: 901
- 24 Skilton RA, Bourne RA, Amara Z, Horvath R, Jin J, Scully MJ, Streng E, Tang SLY, Summers PA, Wang J, Pérez E, Asfaw N, Aydos GLP, Dupont J, Comak G, George MW, Poliakoff M. Nat. Chem. 2015; 7: 1
- 31 Holmes N, Akien GR, Savage RJD, Stanetty C, Baxendale IR, Blacker AJ, Taylor BA, Woodward RL, Meadows RE, Bourne RA. React. Chem. Eng. 2016; 1: 96
- 34 de Miranda AS, Silva MVdeM, Dias FC, de Souza SP, Leão RAC, de Souza ROMA. React. Chem. Eng. 2017; 2: 375
- 36 Desai B, Dixon K, Farrant E, Feng Q, Gibson KR, van Hoorn WP, Mills J, Morgan T, Parry DM, Ramjee MK, Selway CN, Tarver GJ, Whitlock G, Wright AG. J. Med. Chem. 2013; 56: 3033
- 37 Ley SV, Bolli M, Hinzen B, Gervois A.-G, Hall B, Habermann J, Scott J, Haunert F. WO 9 958 475, 1999
- 42 Kuleshova J, Hill-Cousins JT, Birkin PR, Brown RCD, Pletcher D, Underwood TJ. Electrochim. Acta 2012; 69: 197
- 48 Carter CF, Lange H, Ley SV, Baxendale IR, Wittkamp B, Goode JG, Gaunt NL. Org. Process Res. Dev. 2010; 14: 393
- 56 Kirschning A, Altwicker C, Dräger G, Harders J, Hoffmann N, Hoffmann U, Schönfeld H, Solodenko W, Kunz U. Angew. Chem. Int. Ed. 2001; 40: 3995
- 58 Solodenko W, Wen H, Leue S, Stuhlmann F, Sourkouni-Argirusi G, Jas G, Schönfeld H, Kunz U, Kirschning A. Eur. J. Org. Chem. 2004; 3601
- 59 Roper KA, Lange H, Polyzos A, Berry MB, Baxendale IR, Ley SV. Beilstein J. Org. Chem. 2011; 7: 1648
- 64 Brahma A, Musio B, Ismayilova U, Nikbin N, Kamptmann SB, Siegert P, Jeromin GE, Ley SV, Pohl M. Synlett 2016; 27: 262
- 67 Longstreet AR, Opalka SM, Campbell BS, Gupton BF, McQuade DT. Beilstein J. Org. Chem. 2013; 9: 2570