Efficient Monoalkylation of Anilines with Chalcones using Microwave-Assisted aza-Michael Addition DOI
Hirokazu Iida,

Mitsuki Okawa,

Siriwat Leeanansaksiri

et al.

Letters in Organic Chemistry, Journal Year: 2022, Volume and Issue: 19(8), P. 608 - 615

Published: Jan. 28, 2022

Abstract: The aza-Michael addition is an attractive methodology for synthetic organic chemistry because the resulting β-aminocarbonyl compounds are valuable building blocks synthesis of pharmaceutically useful compounds. However, monoalkylation aniline and its derivatives quite difficult anilines poor nucleophiles compared to monoalkylated ones. Since publication pioneering articles in 1986, development microwave-assisted has been remarkable. Therefore, we began by investigating under microwave irradiation. Because ready formation bisalkylated products, reaction between Michael acceptors difficult. To overcome difficulty, investigated effect irradiation alkylation with chalcones as acceptors. Microwave-assisted proceeded smoothly obtain mainly adduct. substitution effects both chalcone concerning yield were also studied. We supposed that dimer two produces a bulky environment around amino group, which prevents from undergoing second alkylation. confirmed highly efficient rapid method preparing using chalcones.

Language: Английский

Microwave-assisted multicomponent reactions in heterocyclic chemistry and mechanistic aspects DOI Creative Commons
Shivani Gulati,

Stephy Elza John,

Nagula Shankaraiah

et al.

Beilstein Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 17, P. 819 - 865

Published: April 19, 2021

Microwave-assisted (MWA) multicomponent reactions (MCRs) have successfully emerged as one of the useful tools in synthesis biologically relevant heterocycles. These are strategically employed for generation a variety heterocycles along with multiple point diversifications. Over last few decades classical MCRs such Ugi, Biginelli, etc. witnessed enhanced yield and efficiency microwave assistance. The highlights MWA-MCRs high yields, reduced reaction time, selectivity, atom economy simpler purification techniques, an approach can accelerate drug discovery process. present review focuses on recent advances their mechanistic insights over past decade shed light its advantage conventional approach.

Language: Английский

Citations

44

Microwave irradiation techniques DOI
Vikrant Jayant, Raj Kumar, Preeti Tyagi

et al.

Green Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 67 - 96

Published: Jan. 1, 2025

Citations

0

Indium-catalyzed reductive synthesis of 4-Pyrrolyl-N-Methyl-Indazoles: DFT, molecular docking, and ADME-tox studies for antibacterial and anticancer drug discovery DOI
Mohamed El Ghozlani, Mohammed Ouachekradi, Reda Elkacmi

et al.

Journal of Molecular Structure, Journal Year: 2025, Volume and Issue: 1340, P. 142486 - 142486

Published: May 3, 2025

Language: Английский

Citations

0

Main Strategies for the Synthesis of meso-Arylporphyrins DOI Open Access
О. И. Койфман, Т. А. Агеева

Russian Journal of Organic Chemistry, Journal Year: 2022, Volume and Issue: 58(4), P. 443 - 479

Published: April 1, 2022

Language: Английский

Citations

16

Novel Pyrrole Derivatives as Multi-Target Agents for the Treatment of Alzheimer’s Disease: Microwave-Assisted Synthesis, In Silico Studies and Biological Evaluation DOI Creative Commons
Emilio Mateev,

Valentin Karatchobanov,

Marjano Dedja

et al.

Pharmaceuticals, Journal Year: 2024, Volume and Issue: 17(9), P. 1171 - 1171

Published: Sept. 4, 2024

Considering the complex pathogenesis of Alzheimer's disease (AD), multi-target ligand strategy is expected to provide superior effects for treatment neurological compared classic single target strategy. Thus, one novel pyrrole-based hydrazide (

Language: Английский

Citations

3

Grindstone chemistry: A “green” approach for the synthesis and derivatization of heterocycles DOI
Mainak Banerjee,

Padmini C. Panjikar,

Dharmendra Das

et al.

Tetrahedron, Journal Year: 2022, Volume and Issue: 112, P. 132753 - 132753

Published: April 1, 2022

Language: Английский

Citations

15

Microwave-induced Reactions for Pyrrole Synthesis DOI
Monika Kamboj, S. Bajpai, Bimal Krishna Banik

et al.

Current Organic Chemistry, Journal Year: 2023, Volume and Issue: 27(7), P. 559 - 567

Published: April 1, 2023

Abstract: Heterocycles are organic compounds, the most important pharmaceutical skeleton widely distributed in nature. Many of them possess medicinal as well pharmacological activities. Pyrroles well-known five-member-privileged scaffolds with potential. Pyrrole is component complex macrocycles, including porphyrins heme and chlorophylls. Nowadays, development microwave-supported synthetic strategies for such biologically relevant heterocycles an objective. Microwave-induced pyrrole synthesis has become environmentally benign route transformation reduced reaction time high yields. This mini-review focuses on eco-friendly microwaveinduced pyrroles, their derivatives, potential applications, covering literature up to 2022.

Language: Английский

Citations

7

Microwave-assisted copper catalyzed decarboxylative reductive coupling ofpara-quinone methides with 3-indoleacetic acids: rapid access to polycyclic spiroindolequinone derivatives DOI

Gui‐Ting Song,

Yuan Liu, Xin‐Yue Hu

et al.

Organic Chemistry Frontiers, Journal Year: 2023, Volume and Issue: 10(6), P. 1512 - 1520

Published: Jan. 1, 2023

Indolylated diarylmethanes derived from microwave-assisted copper catalyzed decarboxylative reductive coupling of para -quinone methides with 3-indoleacetic acids make spiroindolequinones rapidly accessible.

Language: Английский

Citations

6

One-pot, microwave-assisted copper(i)-catalysed dithiocarbamation: facile introduction of dithiocarbamate on imidazopyridines DOI

Kritika Laxmikeshav,

Akash P. Sakla,

Stephy Elza John

et al.

Green Chemistry, Journal Year: 2021, Volume and Issue: 24(3), P. 1259 - 1269

Published: Dec. 24, 2021

Microwave-assisted dithiocarbamation of various imidazoheterocycles with in situ generated dithiocarbamates via a water-soluble Cu( i ) catalyst using benign solvent, enabling recyclability, scalability, less reaction time and high yields.

Language: Английский

Citations

14

Quantum chemical modeling, synthesis, spectroscopic (FT-IR, excited States, UV–Vis) studies, FMO, QTAIM, NBO and NLO analyses of two new azo derivatives DOI
Erfu Huo, Siyamak Shаhаb, Sultan Al Saud

et al.

Journal of Molecular Structure, Journal Year: 2021, Volume and Issue: 1243, P. 130810 - 130810

Published: June 2, 2021

Language: Английский

Citations

13