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Molecules 2018, 23(8), 1968; https://doi.org/10.3390/molecules23081968

A New Pathway for the Synthesis of a New Class of Blue Fluorescent Benzofuran Derivatives

1
Chemistry Department, Alexandru Ioan Cuza University of Iasi, 700506 Iasi, Romania
2
Petru Poni Institute of Macromolecular Chemistry, 700487 Iasi, Romania
*
Author to whom correspondence should be addressed.
Received: 17 July 2018 / Revised: 26 July 2018 / Accepted: 3 August 2018 / Published: 6 August 2018
(This article belongs to the Section Organic Chemistry)
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Abstract

In this study an efficient and straightforward method for obtaining a new class of blue fluorescent bezofuran derivatives, under microwave irradiation, as well as under conventional thermal heating, is presented. Under conventional TH the reactions occur selectively, and a single type of benzofuran ester derivative was obtained. The synthesis under MW irradiation also led to benzofuran derivatives, but in a time-dependent manner. Irradiation for a short period of time led to a mixture of two types of benzofuran derivatives (3ac and 4ac), while MW irradiation for a longer period of time led to a single type of benzofuran (3-methylbenzofuran), the reaction becoming highly selective. Taking into consideration the advantages offered by MW irradiation in terms of a substantial decrease of solvent consumed, a substantial reduction in reaction time (from days to hours), and a consequent diminution in energy consumption, these methods could be considered environmentally friendly. Here, feasible reaction mechanisms for the benzofuran derivatives formation are described. The absorption and fluorescence emission of the obtained benzofuran derivatives were studied, with part of these compounds being intense blue emitters. A certain influence of the benzofuran substituents concerning absorption and fluorescent properties was observed. Only compounds anchored with a carbomethoxy group of furan ring have shown good quantum yields. View Full-Text
Keywords: benzofuran; microwave irradiation; fluorescent; dihydroxyacetophenone benzofuran; microwave irradiation; fluorescent; dihydroxyacetophenone
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Moldoveanu, C.; Mangalagiu, I.; Isac, D.L.; Airinei, A.; Zbancioc, G. A New Pathway for the Synthesis of a New Class of Blue Fluorescent Benzofuran Derivatives. Molecules 2018, 23, 1968.

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