Synthesis and studies of tris-indolobenzenes and related compounds |
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Authors: | Jan Bergman Nils Eklund |
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Affiliation: | Department of Organic Chemistry, Royal Institute of Technology, S-100 44 Stockholm, Sweden |
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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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