One-Pot Tandem Synthesis of 5-Ethoxymethylfurfural as a Potential Biofuel DOI
Gabriel Abranches Dias Castro, Sérgio Antônio Fernandes

SSRN Electronic Journal, Journal Year: 2021, Volume and Issue: unknown

Published: Jan. 1, 2021

5-ethoxymethylfurfural (EMF) is a potential biofuel that can be obtained from the etherification of 5-hydroxymethylfurfural. In this work, green methodology was developed to produce product through one-pot tandem reaction, starting directly fructose, eliminating unnecessary process steps and isolation intermediates. For this, heating by microwave irradiation p-sulfonic acid calix[4]arene (CX4SO3H) as organocatalyst were used. EMF in 88% yield mixture ethanol, fructose CX4SO3H (1.0 mol%) at 140 °C for 20 min. addition, we highlight other advantages methodology, such (i) use non-toxic catalyst, (ii) short reaction time, (iii) efficient system, (iv) metal-free process, (v) formation two π bonds C-C one C-O sequence, (vi) water sole waste (vii) according chemistry.

Language: Английский

Diels–Alder Cycloaddition Reactions in Sustainable Media DOI Creative Commons
Maria I. L. Soares,

Ana L. Cardoso,

Teresa M. V. D. Pinho e Melo

et al.

Molecules, Journal Year: 2022, Volume and Issue: 27(4), P. 1304 - 1304

Published: Feb. 15, 2022

Diels-Alder cycloaddition reaction is one of the most powerful strategies for construction six-membered carbocyclic and heterocyclic systems, in cases with high regio- stereoselectivity. In this review, an insight into relevant advances on sustainable reactions since 2010 provided. Various environmentally benign solvent systems are discussed, namely bio-based derived solvents (such as glycerol gluconic acid), polyethylene glycol, deep eutectic solvents, supercritical carbon dioxide, water water-based aqueous systems. Issues such method's scope, efficiency, selectivity mechanism, well sustainability, advantages limitations these media, addressed.

Language: Английский

Citations

20

The Povarov Reaction: A Versatile Method to Synthesize Tetrahydroquinolines, Quinolines and Julolidines DOI
Ângelo de Fátima, Sérgio Antônio Fernandes, Walysson Ferreira de Paiva

et al.

Synthesis, Journal Year: 2022, Volume and Issue: 54(14), P. 3162 - 3179

Published: March 10, 2022

Abstract The multicomponent Povarov reaction represents a powerful approach for the construction of substances containing N-heterocyclic frameworks. By using reaction, in addition to accessing tetrahydroquinolines, quinolines and julolidines single step, it is possible form following new bonds: two Csp 3–Csp 3 one 3–Nsp 3, 2–Csp 2 2–Nsp 2, four 1, respectively. This short review discusses main features including its mechanism, scope by employing different catalysts substrates, as well stereoselective versions. 1 Introduction Mechanism Reaction Tetrahydroquinolines 4 Quinolines 5 Julolidines 6 Concluding Remarks

Language: Английский

Citations

20

Transition‐Metal‐Free Synthesis of N‐Heterocyclic Compounds via Multi‐Component Reactions DOI Open Access

Dhruba Jyoti Boruah,

Lodsna Borkotoky,

Uma Devi Newar

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(9)

Published: July 29, 2023

Abstract Multicomponent reactions (MCRs) have emerged as powerful tools in synthetic chemistry for the efficient synthesis of diverse molecular scaffolds, particularly nitrogen‐containing heterocycles. Despite their numerous advantages, use transition metal catalysts or additives MCRs can present limitations due to cost, toxicity, and environmental concerns. In recent years, there has been a growing interest metal‐free N ‐heterocyclic compounds. This review provides comprehensive concise overview advancements valuable ‐heterocycles over past five years. The is systematically organized, categorizing discussed based on size heterocyclic ring number nitrogen atoms. Only that result formation rings containing at least one atom are included, while derivatization using falls outside scope this review. By highlighting developments field, aims showcase potential significance sustainable strategies accessing elimination metals not only simplifies reaction conditions but also contributes greener more environmentally friendly approaches. serves resource researchers interested design application

Language: Английский

Citations

11

Furans derived from lignocellulosic biomass as renewable substrates in multicomponent reactions DOI
Gabriel Abranches Dias Castro, Sérgio Antônio Fernandes

Sustainable Chemistry and Pharmacy, Journal Year: 2025, Volume and Issue: 44, P. 101948 - 101948

Published: Feb. 11, 2025

Language: Английский

Citations

0

One-pot tandem synthesis of 5-ethoxymethylfurfural as a potential biofuel DOI
Gabriel Abranches Dias Castro, Sérgio Antônio Fernandes

Reaction Chemistry & Engineering, Journal Year: 2022, Volume and Issue: 8(1), P. 220 - 228

Published: Oct. 11, 2022

5-Ethoxymethylfurfural (EMF) is a potential biofuel, fuel additive and raw material in the chemical beverage industry.

Language: Английский

Citations

14

Green synthesis of 5-hydroxymethylfurfural and 5-acetoxymethylfurfural using a deep eutectic solvent in a biphasic system assisted by microwaves DOI
Gabriel Abranches Dias Castro, Sérgio Antônio Fernandes, Rita de Cássia Superbi de Sousa

et al.

Reaction Chemistry & Engineering, Journal Year: 2023, Volume and Issue: 8(6), P. 1324 - 1333

Published: Jan. 1, 2023

The fructose was subjected to a dehydration reaction produce 5-hydroxymethylfurfural using deep eutectic solvent composed of choline chloride, fructose, water as the third component mixture and p -sulfonic acid calix[4]arene an organocatalyst.

Language: Английский

Citations

7

Green Synthesis of 5-Hydroxymethylfurfural in a Biphasic System Assisted by Microwaves DOI
Gabriel Abranches Dias Castro, Sérgio Antônio Fernandes

Catalysis Letters, Journal Year: 2022, Volume and Issue: 153(4), P. 984 - 994

Published: May 23, 2022

Language: Английский

Citations

10

Sustainable synthesis of acetals from glycerol as potential additives for biofuels under solvent-free conditions DOI
Gabriel Abranches Dias Castro, Ana Luíza Quintão Santos, Ángel G. Sathicq

et al.

Reaction Chemistry & Engineering, Journal Year: 2022, Volume and Issue: 7(10), P. 2132 - 2140

Published: Jan. 1, 2022

Acetals formed from glycerol find applications in several areas, their use as fuel additives being the most promising, since it results total integration biodiesel chain and eliminates one of obstacles to its production.

Language: Английский

Citations

9

Multicomponent double Povarov reaction for julolidine: Synthesis and mechanistic insights DOI
Sandra Milena Bonilla Castañeda, Walysson Ferreira de Paiva, Gabriel Abranches Dias Castro

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 568, P. 114487 - 114487

Published: Aug. 29, 2024

Language: Английский

Citations

1

Synthesis of julolidines via one‐pot cascade three component Povarov reaction in the presence of silica sulfuric acid DOI
Babak Kaboudin,

Masoumeh Sohrabi,

Foad Kazemi

et al.

Journal of Heterocyclic Chemistry, Journal Year: 2021, Volume and Issue: 58(8), P. 1594 - 1600

Published: April 28, 2021

Abstract In this report, synthesis of julolidines via one‐pot cascade reaction aniline derivatives with a mixture styrene and formaldehyde in the presence silica sulfuric acid as an efficient catalyst has been studied under aerobic condition. By presented method, various are obtained mild transition metal‐free conditions. The is proceeded imine formation followed by Aza‐Diels‐Alder cycloaddition gave julolidine derivatives. can be recycled reused multiple times to catalyze reaction.

Language: Английский

Citations

8