A greener approach towards the synthesis of N-heterocyclic thiones and selones using the mechanochemical technique

Kumar, Siddharth Sanjay; Rangarajan, Shalini; Kunchur, Harish S.; Balakrishna, Maravanji S.

doi:10.1039/d2dt02322a

Dalton Trans.

2022

DOI: 10.1039/d2dt02322a

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A greener approach towards the synthesis of N-heterocyclic thiones and selones using the mechanochemical technique

Siddharth Sanjay Kumar

Shalini Rangarajan

Harish S. Kunchur

et al.

Abstract: This manuscript describes the synthesis of N-heterocyclic thiones and selones of a variety of imidazolium salts involving an eco-friendly and solventless ball-milling technique. The products have been isolated in almost...

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Reaction under Ball-Milling: Solvent- and Metal-Free One-Pot Diastereoselective Synthesis of Tetrahydroquinoline Derivatives as Potential Antibacterial and Anticancer Agents

Adak,

Roy,

Saha

et al. 2024

Synlett

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A mild and efficient one-pot, three-component ball-mill assisted reaction of aldehydes, anilines, and dihydrofuran (or dihydropyran and cyclohexenone) has been described for the first time in the presence of the catalytic amount of aqueous perchloric acid (8 mol%) at room temperature under organic solvent- and metal-free condition. The reactions are fast (1 hour), providing the products with excellent yields and high diastereoselectivity. This procedure endows a simple, efficient, and cost-effective method for the diastereoselective synthesis of furano- and pyrano-tetrahydroquinolines and phenanthridinone derivatives, which are important biological compounds. The diastereomers with cis-configuration was isolated as major products. The H-H COSY, NOESY experiments and X-ray crystallographic analysis of selected compounds were performed to confirm the cis-isomer. The synthesized tetrahydroquinolines (4d and 4n) have been evaluated in-vitro for their antibacterial and anticancer activities, and it was found that both the prepared compounds showed significant antibacterial and anticancer properties.

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Reaction under Ball-Milling: Solvent- and Metal-Free One-Pot Diastereoselective Synthesis of Tetrahydroquinoline Derivatives as Potential Antibacterial and Anticancer Agents

Adak,

Roy,

Saha

et al. 2024

Synlett

View full text Add to dashboard Cite

show abstract

Phospha-Mannich reactions of phosphinous acids R ₂ P–OH and their derivatives

Moiseev¹

2023

Phosphorus, Sulfur, and Silicon and the Related Elements

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A greener approach towards the synthesis of N-heterocyclic thiones and selones using the mechanochemical technique

Abstract: This manuscript describes the synthesis of N-heterocyclic thiones and selones of a variety of imidazolium salts involving an eco-friendly and solventless ball-milling technique. The products have been isolated in almost...

Cited by 2 publications

References 80 publications

Reaction under Ball-Milling: Solvent- and Metal-Free One-Pot Diastereoselective Synthesis of Tetrahydroquinoline Derivatives as Potential Antibacterial and Anticancer Agents

Reaction under Ball-Milling: Solvent- and Metal-Free One-Pot Diastereoselective Synthesis of Tetrahydroquinoline Derivatives as Potential Antibacterial and Anticancer Agents

Phospha-Mannich reactions of phosphinous acids R ₂ P–OH and their derivatives

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A greener approach towards the synthesis of N-heterocyclic thiones and selones using the mechanochemical technique

Abstract: This manuscript describes the synthesis of N-heterocyclic thiones and selones of a variety of imidazolium salts involving an eco-friendly and solventless ball-milling technique. The products have been isolated in almost...

Cited by 2 publications

References 80 publications

Reaction under Ball-Milling: Solvent- and Metal-Free One-Pot Diastereoselective Synthesis of Tetrahydroquinoline Derivatives as Potential Antibacterial and Anticancer Agents

Reaction under Ball-Milling: Solvent- and Metal-Free One-Pot Diastereoselective Synthesis of Tetrahydroquinoline Derivatives as Potential Antibacterial and Anticancer Agents

Phospha-Mannich reactions of phosphinous acids R 2 P–OH and their derivatives

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Phospha-Mannich reactions of phosphinous acids R ₂ P–OH and their derivatives