Highly efficient one-pot tandem Friedlander annulation and chemo-selective Csp3–H functionalization under calcium catalysis

Garima Singh; Srinivasarao Yaragorla

doi:10.1039/C6RA28642A

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Highly efficient one-pot tandem Friedlander annulation and chemo-selective C_sp³–H functionalization under calcium catalysis†

Garima Singh^a and Srinivasarao Yaragorla

*^ab

Author affiliations

* Corresponding authors

^a Department of Chemistry, Central University of Rajasthan, NH-8, Bandersindri, Rajasthan, India
E-mail: ysriict@gmail.com

^b School of Chemistry, University of Hyderabad, P.O. Central University, Hyderabad, India
E-mail: srinivas.yaragorla@uohyd.ac.in

Abstract

A highly efficient and regioselective Friedlander synthesis of 2-methyl-3-acyl quinolines is described, which occurs under solvent-free conditions and employs calcium triflate as a sustainable catalyst. For the first time in the literature, these 2-methyl-3-acyl quinolines undergo an in situ chemoselective C_sp³–H functionalization to furnish structurally enriched quinoline heterocycles in high yields and with atom and step economy.

This article is part of the themed collection: Editors' Collection: Greener synthetic approaches towards quinoline derivatives

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Article information

DOI: https://doi.org/10.1039/C6RA28642A
Article type: Paper
Submitted: 24 Dec 2016
Accepted: 13 Mar 2017
First published: 28 Mar 2017
This article is Open Access

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RSC Adv., 2017,7, 18874-18882

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Highly efficient one-pot tandem Friedlander annulation and chemo-selective C_sp³–H functionalization under calcium catalysis

G. Singh and S. Yaragorla, RSC Adv., 2017, 7, 18874 DOI: 10.1039/C6RA28642A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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