Base catalyzed one-pot thia-Michael addition-oxidation reaction of hetero-aromatic thiols to 2-aryl-3-nitro-2<i>H</i>-chromenes and their antibacterial evaluation

Samanta, Barsha; Panda, Bhabani Shankar; Mohapatra, Seetaram; Nayak, Sabita; Bhattacharya, Debdutta; Sahoo, Chita Ranjan

doi:10.1039/d3nj05992h

New J. Chem.

2024

DOI: 10.1039/d3nj05992h

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Base catalyzed one-pot thia-Michael addition-oxidation reaction of hetero-aromatic thiols to 2-aryl-3-nitro-2H-chromenes and their antibacterial evaluation

Barsha Samanta,

Bhabani Shankar Panda,

Seetaram Mohapatra

et al.

Abstract: A versatile, Et3N-mediated thia-Michael addition-elimination reaction has been reported producing a series of novel heteroaromatic thiol-based 2H-chromenes in good to excellent yields (59-94%). The protocol involves a one-pot, mild conditions,...

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Cited by 3 publications

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Current Developments in Michael Addition Reaction using Heterocycles as Convenient Michael Donors

Samanta,

Shankar Panda,

Mohapatra

et al. 2024

Asian J Org Chem

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The Michael addition reaction, a cornerstone of contemporary organic synthesis, has witnessed a resurgence of interest owing to its ability to forge intricate carbon‐carbon and carbon‐heteroatom bonds. In the past few years, heterocyclic compounds have been rigorously used as Michael donors, owing to their architectural diversity and distinct reactivity with or without the presence of base/transition metals/organocatalysts. This review encapsulates the latest breakthroughs in chemistry involving Michael addition reaction using heterocyclic compounds as Michael donors. It delivers a comprehensive update on developments in Michael addition reaction triggered by potent heterocycles since 2017, highlighting novel and innovative methodologies, with strategic insights.

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Current Developments in Michael Addition Reaction using Heterocycles as Convenient Michael Donors

Samanta,

Shankar Panda,

Mohapatra

et al. 2024

Asian J Org Chem

View full text Add to dashboard Cite

show abstract

[4+2] Cycloaddition Mediated Stereoselective Synthesis of Tetrahydro‐1H‐Isobenzofuro Chromene Dione Derivatives: Antibacterial Evaluation and Molecular Docking Investigation

Priyadarshini Parida,

Mohapatra,

Nayak

et al. 2024

ChemistrySelect

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An efficient stereoselective synthesis of tetrahydro‐1H‐isobenzofuro[4,5‐c]chromene‐1,3(3aH)‐dione derivatives were achieved through a novel [4+2] cycloaddition reaction of 4‐styryl‐2H‐chromenes with cheaply available maleic anhydride. A series of new tetrahydro‐1H‐isobenzofuro[4,5‐c]chromene‐1,3(3aH)‐dione derivatives 21(a–p) were synthesized in good to excellent yield under mild reaction condition with no chromatographic purification. In this reaction, the generation of four new consecutive stereogenic centers were determined by single crystal X‐ray analysis. All the synthesized compounds were investigated further in silico and in vitro for antibacterial activities using two bacterial strain of DNA gyrase. Compounds 21 b and 21 j showed excellent docking score −9.3 kCal/mol and −8.6 kCal/mol with gram negative bacterial strain Escherichia coli (E. coli) with protein data bank (PDB ID) 3G7E. Out of all the tested molecules, 21 b and 21 j displayed good results with minimum inhibitory concentration 10 μg/ml, 10 μg/ml against the bacterial strain Escherichia coli(E. coli) and 10 μg/ml, 20 μg/ml against Staphylococcus aureus (S. aureus) respectively.

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Microwave-assisted click synthesis, characterisation, and In silico studies of novel 2H-chromene-1,2,3-triazolyl glycoconjugates as potent anticancer and antibacterial agents

Panda,

Ahemad,

Mohapatra

et al. 2024

Journal of Molecular Structure

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Base catalyzed one-pot thia-Michael addition-oxidation reaction of hetero-aromatic thiols to 2-aryl-3-nitro-2H-chromenes and their antibacterial evaluation

Abstract: A versatile, Et3N-mediated thia-Michael addition-elimination reaction has been reported producing a series of novel heteroaromatic thiol-based 2H-chromenes in good to excellent yields (59-94%). The protocol involves a one-pot, mild conditions,...

Cited by 3 publications

References 39 publications

Current Developments in Michael Addition Reaction using Heterocycles as Convenient Michael Donors

Current Developments in Michael Addition Reaction using Heterocycles as Convenient Michael Donors

[4+2] Cycloaddition Mediated Stereoselective Synthesis of Tetrahydro‐1H‐Isobenzofuro Chromene Dione Derivatives: Antibacterial Evaluation and Molecular Docking Investigation

Microwave-assisted click synthesis, characterisation, and In silico studies of novel 2H-chromene-1,2,3-triazolyl glycoconjugates as potent anticancer and antibacterial agents

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