Fukuyama indole synthesis
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]
Overview
The Fukuyama indole synthesis is the chemical reaction of alkenylthioanilides to give 2,3-disubstituted indoles.[1] Most commonly tributyltin hydride is utilized as the reducing agent, with azobisisobutyronitrile (AIBN) as a radical initiator.
Being one of the simplest methods for synthesizing poly-substituted indoles, this procedure has been utilized in numerous natural product syntheses, including aspidophytine[2], vinblastine[3], and strychnine[4].
References
- ↑ Tokuyama, H.; Yamashita, T.; Reding, M. T.; Kaburagi, Y.; Fukuyama, T. J. Am. Chem. Soc. 1999, 121, 3791-3792. (doi:10.1021/ja983681v)
- ↑ Sumi, S.; Matsumoto, K.; Tokuyama, H.; Fukuyama, T. Org. Lett. 2003, 5, 1891-1893. (doi:10.1021/ol034445e)
- ↑ Yokoshima, S.; Ueda, T.; Kobayashi, S.; Sato, A.; Kuboyama, T.; Tokuyama, H.; Fukuyama, T. J. Am. Chem. Soc. 2002, 124, 2137-2139. (doi:10.1021/ja0177049)
- ↑ Kaburagi, Y.; Tokuyama, H.; Fukuyama, T. J. Am. Chem. Soc. 2004, 126, 10246-10247. (doi:10.1021/ja046407b)