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Straight access to highly fluorescent angular indolocarbazoles via merging Au- and Mo-catalysis

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Abstract

A straightforward and efficient synthesis of the two less explored types of indolocarbazoles has been developed. Two different processes for the carbazole nucleus preparation, a gold-catalysed regioselective cyclization followed by the dioxomolybdenum-catalysed version of Cadogan reductive cyclization, enables the sequential construction of two carbazole cores. The procedure features total regioselectivity and high overall yields. The required starting α-indol-3-ylalkyl propargylic alcohols are easily and efficiently accessed from commercially available reagents. In addition, the photoluminescent properties of two indolo[2,3-c]carbazoles, with fluorescence quantum yields around 0.7, have been studied.

Graphical abstract: Straight access to highly fluorescent angular indolocarbazoles via merging Au- and Mo-catalysis

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Article information


Submitted
01 Apr 2020
Accepted
08 Jun 2020
First published
10 Jun 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Straight access to highly fluorescent angular indolocarbazoles via merging Au- and Mo-catalysis

F. Martínez-Lara, A. Suárez, S. Suárez-Pantiga, M. J. Tapia and R. Sanz, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/D0QO00405G

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