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Regioselective 7- and 8-endo cyclizations of selenoester derived 2-indolylacyl radicals upon amino tethered alkenes have been used to synthesize azepino[3,2-b]- and azocino[4,3-b]indoles, which are tricyclic subunits present in the indole alkaloids mersicarpine and apparicine, respectively.
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Bennasar et al. (2007) studied this question.
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