Abstract
Treatment of 1,2,3,4-tetrahydro-9-(10H)-acridinone (1a) with sodium dichloroisocyanurate (2) yields cis-1,2-diol 3a or azepino[1,2-a]indole 4a. Here we present further developments which lead us to propose that a more plausible pathway to 4a form 3a involves a N-chloro 1,2-diol intermediate which undergoes ring contraction to the product
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