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Communication | Regular issue | Vol 24, No. 1, 1986, pp.31-32
Published online, 1st January, 1970
DOI: 10.3987/R-1986-01-0031
Facile Synthesis of 2-Substituted Indoles from o-Bromoaniline

Takao Sakamoto, Yoshinori Kondo, and Hiroshi Yamanaka*

*Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-8578, Japan


The condensation of ethyl o-bromocarbanilate (4) with trimethylsilylacetylene in the presence of dichlorobis(triphenylphosphine)palladium, followed by treatment with sodium ethoxide in boiling ethanol gave indole (3a) in 72 % overall yield from 4. Similarly, 2-substituted indoles (3b,c) were synthesized from 4 and the corresponding 1-alkynes.