An eight-step synthesis of the tetracyclic pyridocarbazole alkaloid ellipticine (= 5,11-dimethyl-6H-pyrido[4,3-b]carbazole; 1a) in an overall yield of 13% is reported, starting from 4,7-dimethyl-1H-indene. Key steps were iodination, Suzuki coupling, reductive cyclization, DDQ oxidation, and heterocyclization under loss of H2O.
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Ho et al. (2006) studied this question.
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