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Cited by 460

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Applying Flow Chemistry: Methods, Materials, and Multistep Synthesis

McQuade, D. Tyler, Seeberger, Peter H.·2013·The Journal of Organic Chemistry
DOI 10.1021/jo400583m
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Abstract

The synthesis of complex molecules requires control over both chemical reactivity and reaction conditions. While reactivity drives the majority of chemical discovery, advances in reaction condition control have accelerated method development/discovery. Recent tools include automated synthesizers and flow reactors. In this Synopsis, we describe how flow reactors have enabled chemical advances in our groups in the areas of single-stage reactions, materials synthesis, and multistep reactions. In each section, we detail the lessons learned and propose future directions.

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Research works printed but not linked: 59

  1. Gorsek A., 1997, Chem. Eng. Res. Des., 75, 709, 10.1205/026387697524209 · doi:10.1205/026387697524209
  2. Lowe H., 1999, Electro. Acta., 44, 3679, 10.1016/S0013-4686(99)00071-7 · DOI · Paper page
  3. Baxendale I. R., 2006, Chem. Commun., 2566, 10.1039/b600382f · DOI · Paper page
  4. Jensen K. F., 2001, Chem. Eng. Sci., 56, 293, 10.1016/S0009-2509(00)00230-X · DOI · Paper page
  5. Srinivasan R., 1997, AIChE J., 43, 3059, 10.1002/aic.690431117 · doi:10.1002/aic.690431117
  6. Hook, B. D. A.; Dohle, W.; Hirst, P. R.; Pickworth, M.; Berry, M. B.; Booker-Milburn, K. I., 2005, 70 (19),7558–7564. · DOI · Paper page
  7. Valera F. E., 2010, Angew. Chem., Int. Ed., 49, 2478, 10.1002/anie.200906095 · DOI · Paper page
  8. Kockmann N., 2008, Chem.—Eur. J., 14, 7470, 10.1002/chem.200800707 · doi:10.1002/chem.200800707
  9. Roberge D. M., 2008, Org. Process Res. Dev., 12, 905, 10.1021/op8001273 · doi:10.1021/op8001273
  10. Hartman R. L., 2011, Angew. Chem., Int. Ed., 50, 7502, 10.1002/anie.201004637 · DOI · Paper page
  11. Wegner J., 2011, Chem. Commun., 47, 4583, 10.1039/c0cc05060a · DOI · Paper page
  12. Watts P., 2005, Chem. Soc. Rev., 34, 235, 10.1039/b313866f · DOI · Paper page
  13. Ahmed-Omer B., 2007, Org. Biol. Chem., 5, 733, 10.1039/B615072A · DOI · Paper page
  14. Ehrfeld W., 2000, Microreactors: New Technology for Modern Chemistry, 10.1002/3527601953 · DOI · Paper page
  15. Malet-Sanz L., 2012, J. Med. Chem., 55, 4062, 10.1021/jm2006029 · DOI · Paper page
  16. Ley S. V., 2002, Nat. Rev. Drug. Discov., 1, 573, 10.1038/nrd871 · DOI · Paper page
  17. Ley S. V., 2000, J. Chem. Soc., Perkin Trans. 1, 3815, 10.1039/b006588i · DOI · Paper page
  18. Geyer K., 2009, Synlett, 2382
  19. Roberge D. M., 2005, Chem. Eng. Technol., 28, 318, 10.1002/ceat.200407128 · DOI · Paper page
  20. Hartman R. L., 2012, Org. Process Res. Dev., 16, 870, 10.1021/op200348t · DOI · Paper page
  21. Kenis P. J. A., 1999, Science, 285, 83, 10.1126/science.285.5424.83 · DOI · Paper page
  22. Song H., 2006, Angew. Chem., Int. Ed., 45, 7336, 10.1002/anie.200601554 · DOI · Paper page
  23. Xu S. Q., 2005, Angew. Chem., Int. Ed., 44, 724, 10.1002/anie.200462226 · DOI · Paper page
  24. Poe S. L., 2006, Angew. Chem., Int. Ed., 45, 1544, 10.1002/anie.200503925 · DOI · Paper page
  25. Opalka S. M., 2013, Org. Lett., 15, 996, 10.1021/ol303442m · doi:10.1021/ol303442m
  26. Alza E., 2009, Chem.—Eur. J., 15, 10167, 10.1002/chem.200901310 · doi:10.1002/chem.200901310
  27. Kelly C. B., 2011, Org. Process Res. Dev., 15, 717, 10.1021/op200037n · DOI
  28. Li P., 2011, Angew. Chem., Int. Ed., 50, 6396, 10.1002/anie.201102401 · DOI
  29. Pimparkar K., 2011, J. Flow Chem., 2, 53, 10.1556/jfchem.2011.00006 · DOI
  30. Elvira K. S., 2013, ACS Sustainable Chem. Eng., 1, 209, 10.1021/sc300093j · DOI
  31. Zhang Y., 2013, Angew. Chem., Int. Ed., 52, 4251, 10.1002/anie.201300504 · doi:10.1002/anie.201300504
  32. Bou-Hamdan F. R., 2012, Chem. Sci., 3, 1612, 10.1039/c2sc01016j · DOI
  33. Kopetzki D., 2013, Chem.—Eur. J., 19, 5450, 10.1002/chem.201204558 · DOI · Paper page
  34. Usutani H., 2007, J. Am. Chem. Soc., 129, 3046, 10.1021/ja068330s · DOI · Paper page
  35. Yoshida J.-i., 2008, Chem.—Eur. J., 14, 7450, 10.1002/chem.200800582 · DOI · Paper page
  36. Razzaq T., 2009, Eur. J. Org. Chem., 1321, 10.1002/ejoc.200900077 · DOI · Paper page
  37. Glasnov T. N., 2011, Chem.—Eur. J., 17, 11956, 10.1002/chem.201102065 · DOI · Paper page
  38. Ullah F., 2012, Synthesis, 44, 2547, 10.1055/s-0031-1289791 · doi:10.1055/s-0031-1289791
  39. Carter C. F., 2010, Org. Process Res. Dev., 14, 393, 10.1021/op900305v · doi:10.1021/op900305v
  40. McMullen J. P., 2010, Org. Process Res. Dev., 14, 1169, 10.1021/op100123e · DOI
  41. McMullen J. P., 2010, Angew. Chem., Int. Ed., 49, 7076, 10.1002/anie.201002590 · DOI · Paper page
  42. Moore J. S., 2012, Org. Process Res. Dev., 16, 1409, 10.1021/op300099x · DOI
  43. Reichard. C., 1965, Angew. Chem., Int. Ed., 4, 29, 10.1002/anie.196500291 · DOI · Paper page
  44. Hilt G., 2011, Eur. J. Org. Chem., 30, 5962, 10.1002/ejoc.201101029 · doi:10.1002/ejoc.201101029
  45. Aggarwal V. K., 2006, Org. Process Res. Dev., 10, 64, 10.1021/op058013q · doi:10.1021/op058013q
  46. Gavin D. J., 2001, Org. Process Res. Dev., 5, 659, 10.1021/op010225+ · doi:10.1021/op010225+
  47. Steinbacher J. L., 2006, J. Polym. Sci. A, 44, 6505, 10.1002/pola.21630 · DOI
  48. Miller L. Z., 2012, J. Flow Chem., 2, 92, 10.1556/JFC-D-12-00006 · DOI
  49. Diehl C., 2010, Macromolecules, 43, 10311, 10.1021/ma1025253 · DOI
  50. Kikkeri R., 2010, Angew. Chem., Int. Ed., 49, 2054, 10.1002/anie.200905053 · doi:10.1002/anie.200905053
  51. Perkins T. T., 1997, Science, 276, 2016, 10.1126/science.276.5321.2016 · DOI · Paper page
  52. Smith D. E., 1999, Science, 283, 1724, 10.1126/science.283.5408.1724 · DOI · Paper page
  53. Baxendale I. R., 2006, Synlett, 3, 427
  54. Bogdan A. R., 2009, Ange. Chem. Int. Ed., 48, 8547, 10.1002/anie.200903055 · DOI · Paper page
  55. Grant D., 2008, J. Org. Chem., 73, 7219, 10.1021/jo801152c · DOI
  56. Pagano N., 2012, Synthesis, 44, 2537, 10.1055/s-0031-1290953 · DOI
  57. Webb D., 2012, Org. Lett., 14, 2465, 10.1021/ol300722e · DOI
  58. Lee C. C., 2005, Science, 310, 1793, 10.1126/science.1118919 · DOI · Paper page
  59. O’Brien A. G., 2012, Angew. Chem., Int. Ed., 51, 7028, 10.1002/anie.201202795 · DOI

Cited by

Metadata

Authors
McQuade, D. T., & Seeberger, P. H.
Venue
The Journal of Organic Chemistry
Publisher
American Chemical Society (ACS)
Published
2013-06-20
Volume
78
Issue
13
Pages
6384-6389
ISSN
  • 0022-3263 (ISSN-L)
  • 1520-6904
DOI
10.1021/jo400583m
OpenAlex
W2039569614
Cited by
460
References
2
FWCI
34.90
Type
journal article
Language
en
Open access
closed

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Bibliographic data: Semantic Scholar, OpenAlex, Crossref.

Contains information from the Semantic Scholar Academic Graph Datasets, made available under the ODC Attribution License (ODC-BY 1.0).

Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.