Issue 68, 2018, Issue in Progress
From the journal:

RSC Advances

Anion–cation co-operative catalysis by artificial sweetener saccharine-based ionic liquid for sustainable synthesis of 3,4-dihydropyrano[c]chromenes, 4,5-dihydropyrano[4,3-b]pyran and tetrahydrobenzo[b]pyrans in aqueous medium†

Himani Sharmaa  and  Suman Srivastava ORCID logo *a  

* Corresponding authors

a Department of Applied Sciences, National Institute of Technology, Delhi, IAMR Campus, Sec A-7, Narela, Delhi 110040, India
E-mail: sumanbhu08@gmail.com

Abstract

In this study, a saccharine-based ionic liquid [Bmim]Sac has been found to be a sustainable catalyst for the synthesis of 3,4-dihydropyrano[c]chromenes, 4,5-dihydropyrano[4,3-b]pyran and tetrahydrobenzo[b]pyrans scaffolds through Domino Knoevenagel–Michael reaction. The easy recovery of the catalyst and high yield of the products make the protocol attractive, sustainable and economical. A mechanistic hypothesis is discussed using the concept of cooperative catalysis based on the dual (electrophilic/nucleophilic) activation of reactants by [Bmim]Sac. Furthermore, dual hydrogen bonding of saccharinate anions plays an important role in the activation of nucleophiles.

Graphical abstract: Anion–cation co-operative catalysis by artificial sweetener saccharine-based ionic liquid for sustainable synthesis of 3,4-dihydropyrano[c]chromenes, 4,5-dihydropyrano[4,3-b]pyran and tetrahydrobenzo[b]pyrans in aqueous medium

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Article information

DOI
https://doi.org/10.1039/C8RA06889E
Article type
Paper
Submitted
17 Aug 2018
Accepted
05 Nov 2018
First published
20 Nov 2018
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2018,8, 38974-38979

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Anion–cation co-operative catalysis by artificial sweetener saccharine-based ionic liquid for sustainable synthesis of 3,4-dihydropyrano[c]chromenes, 4,5-dihydropyrano[4,3-b]pyran and tetrahydrobenzo[b]pyrans in aqueous medium

H. Sharma and S. Srivastava, RSC Adv., 2018, 8, 38974 DOI: 10.1039/C8RA06889E

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