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Synthesis of 3-[2-(1,3-butadienyl)]-1H-indoles en route to murrapanine analogue
Authors:Amrita ChakrabortySurajit Sinha
Institution:Department of Organic Chemistry, Indian Association for the Cultivation of Science, Jadavpur, Kolkata 700 032, India
Abstract:A three-step procedure has been developed for the synthesis of 3-2-(1,3-butadienyl)]-1H-indoles. TBAF was proved to be an effective reagent for dehydrobromination and carbomethoxy deprotection in one step to give 3-2-(1,3-butadienyl)]-1H-indoles from the corresponding bromo-derivatives. Suitably substituted indolyl-1,3-butadiene has been successfully applied to prepare murrapanine analogue via Diels-Alder reaction.
Keywords:Dehydrobromination  3-[2-(1  3-Butadienyl)]-1H-indoles  Diels-Alder reaction  Murrapanine analogue
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