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Communication | Regular issue | Vol 41, No. 10, 1995, pp.2157-2160
Published online, 1st January, 1970
DOI: 10.3987/COM-95-7189
Preparations of Tryptamine-4,5-dinones, and Their Diels-Alder and Nucleophilic Addition Reactions

Masanori Somei,* Yoshikazu Fukui, and Masakazu Hasegawa

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920, Japan

Abstract

Syntheses of Nb-acetyltryptamine-4,5-dione and (±)-Nb-acetyltryptophan-4,5-dione methyl ester are reported. They were excellent dienophiles as well as good electrophiles, and produced 6,7-disubstituted indoles in Diels-Alder reaction and various 7-substituted indoles with nucleophiles.