Fukuyama indole synthesis
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 (1999). "Radical Cyclization of 2-Alkenylthioanilides: A Novel Synthesis of 2,3-Disubstituted Indoles". J. Am. Chem. Soc. 121: 3791–3792. doi:10.1021/ja983681v.
- ^ Sumi, S; Matsumoto, K; Tokuyama, H; Fukuyama, T (2003). "Enantioselective Total Synthesis of Aspidophytine". Org. Lett. 5 (11): 1891–1893. doi:10.1021/ol034445e. PMID 12762679.
- ^ Yokoshima, S; Ueda, T; Kobayashi, S; Sato, A; Kuboyama, T; Tokuyama, H; Fukuyama, T (2002). "Stereocontrolled Total Synthesis of (+)-Vinblastine". J. Am. Chem. Soc. 124: 2137–2139. doi:10.1021/ja0177049.
- ^ Kaburagi, Y; Tokuyama, H; Fukuyama, T (2004). "Total Synthesis of (-)-Strychnine". J. Am. Chem. Soc. 126 (33): 10246–10247. doi:10.1021/ja046407b. PMID 15315428.
 | This chemical reaction article is a stub. You can help Wikipedia by expanding it. |