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Report | Regular issue | Vol 19, No. 2, 1982, pp.301-304
Published online, 1st January, 1970
DOI: 10.3987/R-1982-02-0301
Synthesis and Alkaline Hydrolysis of 1,1-Bis(N-acetylindol-3-yl)alkenes

Jan Bergman and Birger Sjöberg

*Department of Organic Chemistry, Royal Institute of Technology, SE-100 44 Stockholm, Sweden


1,1-Bis(N-acetylindol-3-yl)alkenes are prepared by the reaction between indole and 2-alkyl-4,5-dihydrooxazoles/acetic anhydride in refluxing acetic anhydride. Alkaline hydrolysis of the products in ethanol/water resulted in a cleavage giving indole and a 3-acylindole. Only the 2-unsubstituted 1,1-bis(N-acetylindol-3-yl)alkene yielded the parent alkene.