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Paper | Regular issue | Vol 57, No. 12, 2002, pp.2261-2266
Published online, 1st January, 1970
DOI: 10.3987/COM-02-9594
Palladium-catalyzed Synthesis of 2,2-Dimethyl-3-pyrrolines from α-Amino Allene and Aryl Iodides

Takanori Shibata,* Sho Kadowaki, and Kentaro Takagi

*Department of Chemistry, Faculty of Science, Okayama University, 3-1-1 Tsushima-naka, Okayama 700-8530, Japan


Palladium-catalyzed cyclization of dimethyl-substituted allene possessing amino functionality with aryl iodides efficiently proceeded in the presence of diisopropylethylamine to give 2,2-dimethyl-3-aryl-3-pyrrolines. Under an atmospheric pressure of carbon monoxide, 3-aroyl-3-pyrrolines are provided in good yield.