Issue 68, 2023

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

Abstract

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

Supplementary files

Article information

Article type
Communication
Submitted
30 maj 2023
Accepted
28 jul 2023
First published
31 jul 2023

Chem. Commun., 2023,59, 10279-10282

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

J. Cui and T. Wang, Chem. Commun., 2023, 59, 10279 DOI: 10.1039/D3CC02599C

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