The synthesis of C-3β functionalized indoles via a hydroboration/Suzuki-Miyaura coupling sequence

Tetrahedron Letters

Volumn 47, Issue 48, 2006, Pages 8579-8582

  Ferreira, Eric M ^a   Stoltz, Brian M ^a  

^a California Institute of Technology   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BORANE DERIVATIVE; BROMIDE; INDOLE DERIVATIVE; IODIDE; TRIFLUOROMETHANESULFONIC ACID;

ARTICLE; CHEMICAL BOND; CHEMICAL MODEL; CHEMICAL REACTION KINETICS; HYDROBORATION; REACTION ANALYSIS; SUZUKI REACTION;

EID: 33750375663     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.09.112     Document Type: Article

References (8)

1. Sundberg R.J. The Chemistry of Indoles (1970), Academic Press, New York
2. In: Saxton J.E. (Ed). The Monoterpenoid Indole Alkaloids. The Chemistry of Heterocyclic Compounds Vol. 25, Part 4 (1983), Wiley & Sons, New York
3. Monoterpenoid Indole Alkaloids. In: Saxton J.E. (Ed). The Chemistry of Heterocyclic Compounds Vol. 25, Supplement to Part 4 (1994), Wiley & Sons, Chichester, UK
4. Sundberg, R. J. Indoles; Best Synthetic Methods; Academic Press: London, 1996.
5. Ferreira E.M., and Stoltz B.M. J. Am. Chem. Soc. 125 (2003) 9578-9579
6. For reviews of the Suzuki-Miyaura reaction, see:. Bellina F., Carpita A., and Rossi R. Synthesis (2004) 2419-2440
7. Miyaura N., and Suzuki A. Chem. Rev. 95 (1995) 2457-2483
8. The conditions for the palladium-catalyzed coupling were derived from a procedure described by Suzuki et al. See,. Oh-e T., Miyaura N., Suzuki A. J. Org. Chem. 58 (1993) 2201-2208