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Synthesis and studies of tris-indolobenzenes and related compounds
Authors:Jan Bergman  Nils Eklund
Affiliation:Department of Organic Chemistry, Royal Institute of Technology, S-100 44 Stockholm, Sweden
Abstract:The unsymmetrical N,N,N-trimethyl tris-indolobenzene 3 has been synthesized by several routes, including cyclotrimerization of the O-acetate of indoxyl. This condensation involves a 3→2 rearrangement of the precursor formed in situ. Similar Wagner-Meerwein rearrangements were also prevalent in LAH reductions of some 3,3-diindolyl oxindoles.Treatment of the 3,3-diindolyl indolines with strong acid resulted in a cleavage yielding 3,3'-biindolyls.
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