Synthesis of a new conformationally defined serotonin homologue by intramolecular [4+2] cycloaddition |
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| Affiliation: | 1. Department of Chemistry, Osmania University, Hyderabad – 500 007, Telangana, India;2. Osmania University P.G. College, Mirzapur (B) – 502 249, Sangareddy (Dist.) T.S. India;3. MVSR Engineering College, Nadergul, Hyderabad -501510, Telangana, India |
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| Abstract: | Treatment of 1-[(p-methoxyphenyl)sulfonyl]-2-methyl-3-[N-allyl-N-methyl-3-(2,6-dichlorobenzoyl)propylamino]indole 3 with triethylamine in chlorobenzene at 135°C results in the formation of 1,2,3,4,4a,5,6,11c-octahydro-7-[(p-methoxypyhenyl)-sulfonyl]-3-methyl-7H-pyrido[3,4-c]carbazole 1b in 58% yield. The reaction is selective in giving predominantly the trans isomer. |
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