Abstract
Summary of main observation and conclusionA RhIII/AgI relay‐catalyzed C(sp2)—H coupling of indoles with triarylhexahydrotriazine (THT) is reported in this context. Upon merging RhIII‐catalyzed C(sp2)—H bond activation and silver promoted THT dissociation, an efficient indole's C3 aminomethylation protocol is uncovered, providing C3 aminomethyl indoles in good yields and exhibiting potential applications for the synthesis of complicated bioactive compounds. We revealed the C3‐selectivity of this reaction through a detailed mechanistic investigation. Meanwhile, during the examination of the reaction conditions, we discovered another [4+2] cycloaddition pathway to afford tetrahydro‐indolo[3,2‐c]quinoline scaffold products via silver or Lewis acid catalysis.
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