Reaction of o-nitrobenzyl chloride with fluorine containing indole-2,3-diones afforded diastereoisomeric spiro [3H-indol-3,2'-oxiran]-2(lH)-ones differing in configuration at C-3' of the oxiran ring. Reductive cyclization of spiro compounds was accomplished by stannous chloride and hydrochloric acid yielding stereoisomeric 5a,10b-dihydro-5H, 6H-indolo [2,3-b] quinolin-ll-ones. Synthesized compounds have been characterized by elemental analyses and spectral studies.
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