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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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Main Authors: Khaligh, Nader Ghaffari, Mihankhah, Taraneh, Rafie Johan, Mohd
Format: Article
Published: Taylor & Francis 2020
Subjects:
QD Chemistry
Online Access:http://eprints.um.edu.my/37328/
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spelling my.um.eprints.373282023-02-14T07:52:12Z http://eprints.um.edu.my/37328/ 4,4 `-Trimethylenedipiperidine (TMDP): An efficient organocatalyst for the mechanosynthesis of pyrano4,3-b]pyrans under solid-state conditions Khaligh, Nader Ghaffari Mihankhah, Taraneh Rafie Johan, Mohd QD Chemistry 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. Taylor & Francis 2020-10-19 Article PeerReviewed 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 <https://doi.org/10.1080/10406638.2018.1564679>. 10.1080/10406638.2018.1564679
institution Universiti Malaya
building UM Library
collection Institutional Repository
continent Asia
country Malaysia
content_provider Universiti Malaya
content_source UM Research Repository
url_provider http://eprints.um.edu.my/
topic QD Chemistry
spellingShingle QD Chemistry
Khaligh, Nader Ghaffari
Mihankhah, Taraneh
Rafie Johan, Mohd
4,4 `-Trimethylenedipiperidine (TMDP): An efficient organocatalyst for the mechanosynthesis of pyrano4,3-b]pyrans under solid-state conditions
description 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.
format Article
author Khaligh, Nader Ghaffari
Mihankhah, Taraneh
Rafie Johan, Mohd
author_facet Khaligh, Nader Ghaffari
Mihankhah, Taraneh
Rafie Johan, Mohd
author_sort Khaligh, Nader Ghaffari
title 4,4 `-Trimethylenedipiperidine (TMDP): An efficient organocatalyst for the mechanosynthesis of pyrano4,3-b]pyrans under solid-state conditions
title_short 4,4 `-Trimethylenedipiperidine (TMDP): An efficient organocatalyst for the mechanosynthesis of pyrano4,3-b]pyrans under solid-state conditions
title_full 4,4 `-Trimethylenedipiperidine (TMDP): An efficient organocatalyst for the mechanosynthesis of pyrano4,3-b]pyrans under solid-state conditions
title_fullStr 4,4 `-Trimethylenedipiperidine (TMDP): An efficient organocatalyst for the mechanosynthesis of pyrano4,3-b]pyrans under solid-state conditions
title_full_unstemmed 4,4 `-Trimethylenedipiperidine (TMDP): An efficient organocatalyst for the mechanosynthesis of pyrano4,3-b]pyrans under solid-state conditions
title_sort 4,4 `-trimethylenedipiperidine (tmdp): an efficient organocatalyst for the mechanosynthesis of pyrano4,3-b]pyrans under solid-state conditions
publisher Taylor & Francis
publishDate 2020
url http://eprints.um.edu.my/37328/
_version_ 1758578639479242752
score 13.211869

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