KHMDS mediated synthesis of 9-arylfluorenes from dibenzothiophene dioxides and arylacetonitriles by tandem SNAr-decyanation-based arylation

Saketh Mylavarapu; Mamta Yadav; M. Bhanuchandra

doi:10.1039/C8OB02355G

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KHMDS mediated synthesis of 9-arylfluorenes from dibenzothiophene dioxides and arylacetonitriles by tandem S_NAr-decyanation-based arylation†

Saketh Mylavarapu,‡^a Mamta Yadav ‡^a and M. Bhanuchandra

*^a

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* Corresponding authors

^a Department of Chemistry, School of Chemical Sciences and Pharmacy, Central University of Rajasthan, Bandarsindri, Rajasthan-305 817, India
E-mail: mallibhanuchandra@curaj.ac.in

Abstract

A straightforward KHMDS mediated synthetic route to 9-arylfluorenes from readily available starting materials has been developed. This reaction involves S_NAr reactions of dioxide with arylacetonitriles, followed by decyanation reaction. The proposed transformation can also be used to furnish a densely arylated indene.

This article is part of the themed collection: Synthetic methodology in OBC

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Article information

DOI: https://doi.org/10.1039/C8OB02355G
Article type: Communication
Submitted: 21 Sep 2018
Accepted: 15 Oct 2018
First published: 15 Oct 2018

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Org. Biomol. Chem., 2018,16, 7815-7819

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KHMDS mediated synthesis of 9-arylfluorenes from dibenzothiophene dioxides and arylacetonitriles by tandem S_NAr-decyanation-based arylation

S. Mylavarapu, M. Yadav and M. Bhanuchandra, Org. Biomol. Chem., 2018, 16, 7815 DOI: 10.1039/C8OB02355G

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Organic & Biomolecular Chemistry