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B(C6F5)3-mediated direct C7-alkenylation of N-propargylindoles without directing groups was developed. This reaction proceeds via the π-activation of the alkynyl group with B(C6F5)3/Friedel–Crafts alkenylation/proton transfer reaction sequence. Interestingly, C7-alkenylation products could further convert into the fused indoles by deprotonation and finally polyaromatic N-heterocycles by the hydride abstraction.

Graphical abstract: B(C6F5)3-mediated direct intramolecular C7-alkenylation of N-propargylindoles

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