Cu(OTf)2/HFIP catalyzed regioselective cycloisomerization of indole-C3-functionalized alkynols to carbazoles

Srinivasarao Yaragorla; Tabassum Khan; Sayonika Chakroborty

doi:10.1039/D4OB00421C

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Cu(OTf)₂/HFIP catalyzed regioselective cycloisomerization of indole-C3-functionalized alkynols to carbazoles†

Srinivasarao Yaragorla,

*^a Tabassum Khan^a and Sayonika Chakroborty^a

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* Corresponding authors

^a School of Chemistry, University of Hyderabad, Telangana, India
E-mail: Srinivas.yaragorla@uohyd.ac.in, ysruoh@gmail.com

Abstract

We report here a simple and atom economic cycloisomerization reaction of indole-tethered alkynols for constructing diverse carbazoles using Cu(OTf)₂/HFIP as the excellent promoter system. The reaction proceeds through a one-pot, domino process of spiro cyclization and 1,2-migration followed by aromatization to deliver carbazoles.

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Article information

DOI: https://doi.org/10.1039/D4OB00421C
Article type: Communication
Submitted: 15 Mar 2024
Accepted: 12 Apr 2024
First published: 15 Apr 2024

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Org. Biomol. Chem., 2024,22, 3622-3629

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Cu(OTf)₂/HFIP catalyzed regioselective cycloisomerization of indole-C3-functionalized alkynols to carbazoles

S. Yaragorla, T. Khan and S. Chakroborty, Org. Biomol. Chem., 2024, 22, 3622 DOI: 10.1039/D4OB00421C

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Organic & Biomolecular Chemistry