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The condensation of tyramine with iminoquinone was carried out according to Ref. 4r. Spiro-cyclization was carried out by using PIFA according to Ref. 4t.
-
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56849127418
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3 in DMF at rt was reported to cause detosylation. However, no aromatized product was obtained under their reaction conditions ( ). The fact that only detosylation occurred from A under their conditions also fortifies our deduction about the reaction mechanism, pathway 3 in Scheme 3.
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3 causes detosylation and dehydrogenation (our result)
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