“Impossible” Chemistries Based on Flow and Micro

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Eng. Chem. Res. 1999, 38, 1075–1082 Kakuta, M.; Bessoth, F. G.; Manz, A. Chem. Rec. 2001, 1, 395–405 Wong, S. H.; Ward, M. C. L.; Wharton, C. W. Sens. Actuators B 2004, 100, 359–379 Hessel, V.; Löwe, H.; Schönfeld, F. Chem. Eng. Sci. 2005, 60, 2479–2501 Nagasawa, H.; Aoki, N.; Mae, K. Chem. Eng. Technol. 2005, 28, 324–330 Commenge, J.-M.; Falk, L. Chem. Eng. Process 2011, 50, 979–990. Kim, H.; Nagaki, A.; Yoshida, J. Nat. Commun. 2011, 2, 1–6. Nagaki, A.; Tsuchihashi, Y.; Haraki, S.; Yoshida, J. Org. Biomol. Chem. 2015, 13, 7140–7145. Nagaki, A.; Takahashi, Y.; Yoshida, J. Angew. Chem. Int. Ed. 2016, 55, 5327–5331. Kim, H.; Min, K.-I.; Inoue, K.; Im, D. J.; Kim, D.-P.; Yoshida, J. Science 2016, 352, 691–694. Nagaki, A.; Takabayashi, N.; Moriwaki, Y.; Yoshida, J. Chem. Eur. J. 2012, 18, 11871–11875. Nagaki, A.; Miyazaki, A.; Yoshida, J. Macromolecules 2010, 43, 8424–8429 Nagaki, A.; Tomida, Y.; Miyazaki, A.; Yoshida, J. Macromolecules 2009, 42, 4384–4387 Nagaki, A.; Tomida, Y.; Yoshida, J. Macromolecules 2008, 41, 6322–6330 Nagaki, A.; Nakahara, Y.; Furusawa, M.; Sawaki, T.; Yamamoto, T.; Toukairin, H.; Tadokoro, S.; Shimazaki, T.; Ito, T.; Otake, M.; Arai, H.; Toda, N.; Ohtsuka, K.; Takahashi, Y.; Moriwaki, Y.; Tsuchihashi, Y.; Hirose, K.; Yoshida, J. Org. Process Res. Dev. 2016, 20, 1377–1382. Nagaki, A.; Kawamura, K.; Suga, S.; Ando, T.; Sawamoto, M.; Yoshida, J. J. Am. Chem. Soc. 2004, 126, 14702–14703. http://www.lonza.com/custom-manufacturing/small-molecule-technologies/microreaction-technology/advantages-of-microreaction-technology.aspx (accessed Oct 25, 2017). Full text: “Lonza uses an advanced approach to microreaction technology known as Flash Chemistry, where multiple steps of a traditional chemical process can be replaced by a single Flash Chemistry step.This leads to shorter synthetic routes and reduced processing time, which ultimately reduces cost of goods. Use of Flash Chemistry also creates processes that are inherently safer due to the high level of containment of high temperature and pressure reactions. Microreactors provide safer processing conditions for highly reactive and toxic compounds, which improve environmental impact, leading to lower cost of goods.” Hafner, A.; Meisenbach, M.; Joerg Sedelmeier, J. Org. Lett. 2016, 18, 3630–3633. See also Shu, W.; Pellegatti, L.; Oberli, M. A.; Buchwald, S. L. Angew. Chem. Int. Ed. 2011, 50, 10665–10669 Nagaki, A.; Moriwaki, Y.; Yoshida, J. Chem. Commun. 2012, 48, 11211–11213 Nagaki, A.; Hirose, K.; Moriwaki, Y.; Mitamura, K.; Matsukawa, K.; Ishizuka, N.; Yoshida, J. Catal. Sci. Tech. 2016, 6, 4690–4694. Chiba, H.; Tagami, K. J. Syn. Org. Chem. Jpn. 2011, 69, 600–602 Fukuyama, T.; Chiba, H.; Kuroda, T.; Kayano, A.; Tagami, K. Org. Process Res. Dev. 2016, 20, 503–509 Gauthier, D. R. Jr.; Sherry, B. D.; Cao, Y.; Journet, M.; Humphrey, G.; Itoh, T.; Mangion, I.; Tschaen, D. M. Org. 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