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The counterion effect in the gold(I)-catalyzed dearomative condensation of indoles with allenamides is unveiled by means of 1D- and 2D-NMR investigation. The different coordination ability and hydrogen bonding tendency of TFA– and OTf– led to specific interactions with the reaction partners dictating the regiodivergent outcome.

Assessing the Role of Counterion in Gold-Catalyzed Dearomatization of Indoles with Allenamides by NMR Studies