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Communication | Special issue | Vol 77, No. 2, 2009, pp.767-772
Published online, 29th September, 2008
DOI: 10.3987/COM-08-S(F)66
Friedel-Crafts Reaction of Indole Derivatives Using the Iminium Salt Generated by the Oxidation of Amino Ketene Silyl Acetal

Takuya Iwao and Makoto Shimizu*

*Department of Chemistry for Materials, Faculty of Engineering, Mie University, 1577 Tsu, Mie 514-8507, Japan

Abstract

Friedel-Crafts reaction of various indole derivatives proceeded with the iminium salt generated by the oxidation of amino ketene silyl acetal to give the addition products in good yields. Further reaction of the introduced glycine moiety of the adducts with the second nucleophiles provided double nucleophilic addition products.