Issue 24, 2023

Acid-catalysed intramolecular Friedel–Crafts annulation of hetero-atom-functionalized para-quinone methides: access to O-, S- and N-based heterocycles

Abstract

We describe here an acid-mediated one-pot approach to access substituted xanthene and thioxanthane derivatives from ortho-heteroaryl phenyl-substituted para-quinone methides via 1,6 intramolecular arylation. The scope of this work was further elaborated to the synthesis of 10H-indolo[1,2-a]indole-based heterocyclic systems using indole based para-quinone methides.

Graphical abstract: Acid-catalysed intramolecular Friedel–Crafts annulation of hetero-atom-functionalized para-quinone methides: access to O-, S- and N-based heterocycles

Supplementary files

Article information

Article type
Paper
Submitted
03 Apr 2023
Accepted
31 May 2023
First published
01 Jun 2023

Org. Biomol. Chem., 2023,21, 5072-5078

Acid-catalysed intramolecular Friedel–Crafts annulation of hetero-atom-functionalized para-quinone methides: access to O-, S- and N-based heterocycles

S. Sharma, G. Singh, Rekha, M. Kumar and R. Vijaya Anand, Org. Biomol. Chem., 2023, 21, 5072 DOI: 10.1039/D3OB00502J

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