4,4 `-Trimethylenedipiperidine (TMDP): An efficient organocatalyst for the mechanosynthesis of pyrano4,3-b]pyrans under solid-state conditions

Khaligh, Nader Ghaffari and Mihankhah, Taraneh and Rafie Johan, Mohd (2020) 4,4 `-Trimethylenedipiperidine (TMDP): An efficient organocatalyst for the mechanosynthesis of pyrano4,3-b]pyrans under solid-state conditions. Polycyclic Aromatic Compounds, 40 (5). pp. 1606-1615. ISSN 1040-6638, DOI https://doi.org/10.1080/10406638.2018.1564679.

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Abstract

This paper presents a green protocol for the synthesis of pyrano4,3-b]pyrans using a catalytic amount of 4,4 `-trimethylenedipiperidine (TMDP) as a novel, efficient and recyclable organocatalyst through ball milling process at room temperature. The essential part of this protocol is a Knoevenagel condensation and to the best of our knowledge, this is the first report that exhibits the catalytic efficiency 4,4 `-TMDP for the one-pot multicomponent reaction under melt-state conditions. The scope of the present protocol was explored and demonstrated for the synthesis of pyrano4,3-b]pyrans in an environment-friendly protocol. The several interesting features of the present methodology are including a cost-effectiveness procedure, good to excellent yield of the desired products, high reaction rate, a broad substrate-scope, and recyclability of organocatalyst; as well as the 4,4 `-TMDP is a nontoxic, inexpensive, and commercially available catalyst. Furthermore, this efficient methodology displays a combination of the synthetic virtues of conventional multicomponent reaction with ecological benefits and convenience of a facile mechanochemical process.

Item Type: Article
Funders: UNSPECIFIED
Uncontrolled Keywords: Ball mill process; Environmental benign conditions; Melt-state synthesis; One-pot multicomponent reaction; 4; 4′ -trimethylenedipiperidine
Subjects: Q Science > QD Chemistry
Divisions: Deputy Vice Chancellor (Research & Innovation) Office > Nanotechnology & Catalysis Research Centre
Depositing User: Ms Zaharah Ramly
Date Deposited: 14 Feb 2023 07:52
Last Modified: 14 Feb 2023 07:52
URI: http://eprints.um.edu.my/id/eprint/37328

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