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Paper | Regular issue | Vol 24, No. 11, 1986, pp.3149-3156
Published online, 1st January, 1970
DOI: 10.3987/R-1986-11-3149
Synthesis of 4-(4-Indolyl)-3-oxobutanoic Acid Derivatives from 5-Halo-4-oxo-4,5,6,7-tetrahydroindoles

Masakatsu Matsumoto* and Nobuko Watanabe

*Sagami Central Research Center, 4-4-1 Nishi-Ohnuma, Sagamihara, Kanagawa 229-0012, Japan


The reaction of 5-halo-4-oxo-4,5,6,7-tetrahydroindoles with dianion of acetoacetic acid esters or N,N-dimethylamide followed by dehydration and dehydrohalogenation gave 4-(4-indolyl)-3-oxobutanoic acid derivatives. 4-Acetonylindoles with benzoyl and p-toluenesulfonyl at γ-position of the side chain were also synthesized.