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

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 co...

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Bibliographic Details
Main Authors: Khaligh, Nader Ghaffari, Mihankhah, Taraneh, Rafie Johan, Mohd
Format: Article
Published: Taylor & Francis 2020
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Online Access:http://eprints.um.edu.my/37328/
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Summary: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.