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Paper | Regular issue | Vol 92, No. 5, 2016, pp.900-909
Published online, 10th March, 2016
DOI: 10.3987/COM-16-13440
Development of Madelung-Type Indole Synthesis Using Copper-Catalyzed Amidation/Condensation Strategy

Masahiro Abe, Charline Denneval, Kanako Nozawa-Kumada, and Yoshinori Kondo*

*Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan

Abstract

A new method for Madelung-type indole synthesis was investigated, and it was found that the amidation of 2-iodophenylacetonitrile with various alkanamides proceeds smoothly in the presence of CuI and a diamine ligand. The subsequent cyclization of the C-N coupling products takes place under the coupling reaction conditions.