1-Pyrrole-2,3-diones, fused at []-side with a heterocycle, are suitable platforms for the synthesis of various angular polycyclic alkaloid-like spiroheterocycles. Recently discovered sulfur-containing []-fused 1-pyrrole-2,3-diones (aroylpyrrolobenzothiazinetriones) tend to exhibit unusual reactivity. Based on these peculiar representatives of []-fused 1-pyrrole-2,3-diones, we have developed an approach to an unprecedented 6/5/5/5-tetracyclic alkaloid-like spiroheterocyclic system of benzo[]pyrrolo[3',4':2,3]pyrrolo[2,1-]thiazole via their reaction with Schiff bases and carbodiimides. The experimental results have been supplemented with DFT computational studies. The synthesized alkaloid-like 6/5/5/5-tetracyclic compounds have been tested for their biotechnological potential as growth stimulants in the green algae .

Download full-text PDF

Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11085407PMC
http://dx.doi.org/10.3390/molecules29092089DOI Listing

Publication Analysis

Top Keywords

schiff bases
8
bases carbodiimides
8
[]-fused 1-pyrrole-23-diones
8
reaction pyrrolobenzothiazines
4
pyrrolobenzothiazines schiff
4
carbodiimides approach
4
approach angular
4
angular 6/5/5/5-tetracyclic
4
6/5/5/5-tetracyclic spiroheterocycles
4
spiroheterocycles 1-pyrrole-23-diones
4

Similar Publications

This study aims to enhance the antimicrobial properties of chitosan through preparing novel chitosan Schiff bases via coupling with 4-formylphenyl 2,3-dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonate (B5) where, different molar ratios of B5 were used to prepare various Schiff bases with chitosan, resulting in Schiff bases coded as d5, d6, d7, and d8, respectively. The modified chitosan samples (d5, d6, d7, and d8) showed reduced crystallinity and improved thermal stability. The crystallinity index of unmodified chitosan was 64 %, which decreased to 59, 55.

View Article and Find Full Text PDF

This study reports a green, multi-component synthesis of 2-aminoimidazole-linked quinoxaline Schiff bases using a novel superparamagnetic acid catalyst. The catalyst consists of sulfo-anthranilic acid (SAA) immobilized on MnCoFeO@alginate magnetic nanorods (MNRs), achieving high SAA loading (1.8 mmol g) and product yields (91-97%).

View Article and Find Full Text PDF

In present studies, six Schiff bases were prepared, characterized and evaluated for their anti-tumor activity against the colorectal cancer cell line SW-480. The test compounds were characterized by various physico-chemical techniques such as M. P.

View Article and Find Full Text PDF

In this study, four novels 2,5,6-trisubstituted imidazothiadiazole derivative ligands and their Ag(I) complexes were synthesized and characterized using various spectroscopic analysis techniques. First, imidazo[2,1-b][1,3,4]thiadiazole derivative (3) was obtained from the reaction of 5-amino-1,3,4-thiadiazole-2-thiol with benzyl bromide in the presence of KOH in an ethanolic medium. In the next step, the resultant compound reacted sequentially with four substituted phenacyl bromide derivatives (4a-4d) under refluxed ethanol for 24 h to obtain substituted 2-(benzylthio)-6-phenylimidazo[2,1-b][1,3,4]thiadiazole derivatives (5-8).

View Article and Find Full Text PDF

Application of the aza-Wittig reaction for the synthesis of carboranyl Schiff bases, benzothiazoles and benzoselenazolines.

Dalton Trans

January 2025

Departamento de Química Inorgánica, Universidade de Santiago de Compostela, 15782 Santiago de Compostela, Spain.

The aza-Wittig reaction was successfully applied to the synthesis of carboranyl-imines, which are difficult to obtain by classical methods. A variety of functionalized carboranyl Schiff bases was obtained proving the great scope of the methodology. All compounds were fully characterized, including the solid-state structures of six of them.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!