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Ring opening and ring closure in an indolizine structure activated through S(N)Ar coupling with superelectrophilic 4,6-dinitrobenzofuroxan, an unusual intramolecular oxygen transfer from a N-oxide functionality
Authors:Kurbatov Sergey  Tatarov Artem  Minkin Vladimir  Goumont Régis  Terrier François
Institution:Department of Chemistry, Rostov State University, 7, Zorge St., 344090 Rostov-on-Don, Russia.
Abstract:Coupling of superelectrophilic 4,6-dinitrobenzofuroxan with a pi-excessive indolizine structure affords a strongly dipolar substitution product which undergoes a facile but unusual rearrangement induced by an intramolecular oxygen atom transfer from the N-oxide functionality of the DNBF moiety.
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