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This work describes gold-catalyzed additions of vinyldiazo ketones to N-(o-alkynylphenyl)imines to yield 3-(furan-2-ylmethyl)-1H-indoles involving skeletal rearrangement; these new catalytic reactions are applicable to a wide range of substrates. We postulate a new mechanism involving an initial addition of diazo ketones to azomethine ylide intermediates to yield gold-containing N-alkylated indole intermediates that undergo proton-induced 1,3-group migrations, generating azallyl gold and allylic cation pairs.Crystalline block copolymers
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