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Batcho–Leimgruber indole synthesis

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Abstract

Condensation of o-nitrotoluene derivatives with formamide acetals, followed by reduction of the trans-β-dimethylamino-2-nitrostyrene to furnish indole derivatives.

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References

  1. Leimgruber, W.; Batcho, A. D. Third International Congress of Heterocyclic Chemistry: Japan, 1971. Both Andrew D. Batcho and Willy Leimgruber were chemists at Hoffmann-La Roche in Nutley, NJ, a site that was closed in 2012.

    Google Scholar 

  2. Leimgruber, W.; Batcho, A. D. USP 3732245 (1973).

    Google Scholar 

  3. Sundberg, R. J. The Chemistry of Indoles; Academic Press: New York & London, 1970. (Review).

    Google Scholar 

  4. Kozikowski, A. P.; Ishida, H.; Chen, Y.-Y. J. Org. Chem. 1980, 45, 3350–3352.

    Article  CAS  Google Scholar 

  5. Batcho, A. D.; Leimgruber, W. Org. Synth. 1985, 63, 214–225.

    CAS  Google Scholar 

  6. Clark, R. D.; Repke, D. B. Heterocycles 1984, 22, 195–221. (Review).

    Google Scholar 

  7. Moyer, M. P.; Shiurba, J. F.; Rapoport, H. J. Org. Chem. 1986, 51, 5106–5110.

    Article  CAS  Google Scholar 

  8. Siu, J.; Baxendale, I. R.; Ley, S. V. Org. Biomol. Chem. 2004, 2, 160–167.

    Article  CAS  Google Scholar 

  9. Li, J.; Cook, J. M. Batcho–Leimgruber Indole Synthesis. In Name Reactions in Heterocyclic Chemistry; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2005, pp 104–109. (Review).

    Google Scholar 

  10. Braun, H. A.; Zall, A.; Brockhaus, M.; Schütz, M.; Meusinger, R.; Schmidt, B. Tetrahedron Lett. 2007, 48, 7990–7993.

    Article  CAS  Google Scholar 

  11. Leze, M.-P.; Palusczak, A.; Hartmann, R. W.; Le Borgne, M. Bioorg. Med. Chem. Lett. 2008, 18, 4713–4715.

    Article  CAS  Google Scholar 

  12. Gillmore, A. T.; Badland, M.; Crook, C. L.; Castro, N. M.; Critcher, D. J.; Fussell, S. J.; Jones, K. J.; Jones, M. C.; Kougoulos, E.; Mathew, J. S.; et al. Org. Process Res. Dev. 2012, 16, 1897–1904.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Department of Chemistry College of Arts and Sciences, University of San Francisco, San Francisco, CA, USA

    Jie Jack Li

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  1. Jie Jack Li
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Li, J.J. (2014). Batcho–Leimgruber indole synthesis. In: Name Reactions. Springer, Cham. https://doi.org/10.1007/978-3-319-03979-4_17

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