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1-Bromoallenes give allenic carbenes under basic conditions, which react with methylindoles to give alkenylquinolines by ring expansion and alkynyl- and allenyl-3H-indoles. Under the same conditions 2,5-dimethylpyrrole is converted into a 3-alkenyl-2,6-dimethylpyridine.
S. R. Landor, V. Rogers and H. R. Sood, J. Chem. Soc., Perkin Trans. 1, 1976, 2103 DOI: 10.1039/P19760002103
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