One‐pot Three‐component Solvent‐free Tandem Annulations for Synthesis of Tetrazolo[1,2‐<i>a</i>]pyrimidine and [1,2,4]triazolo[1,5‐<i>a</i>]pyrimidine

Datta, K. C.; Mitra, Bijeta; Sharma, Biswajit Shil; Ghosh, Pranab

doi:10.1002/slct.202103602

Cited by 8 publications

(1 citation statement)

References 81 publications

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“…The products are important in pharmaceuticals and natural product synthesis. 114 A study by Gein et al reported a one-pot reaction that was effective for the preparation of 7,7′-[2,2′-oxybis(ethane-2,1-diyl)bis(oxy)]bis(2,1-phenylene)]bis[5-methyl-N-(2-methylphenyl)-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxamide (19) in 64% yield by annulation of 5-aminotetrazole (1), N-(2-methylphenyl)acetoacetamide (18), and formyl podand 17 at 170 °C (Scheme 21). 115 According to Filatova et al podands containing two terminal dihydrotetrazolo[1,5-а]pyrimidine groups 21 can be…”

Section: Scheme 17 Synthesis Of Dihydrotetrazolo[15-a]pyrimidinesmentioning

confidence: 99%

Recent Advances in the Multicomponent Synthesis of Heterocycles Using 5-Aminotetrazole

Javahershenas,

Makarem,

Mei

et al. 2024

Synthesis

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The unique reactivity and beneficial features of the 5-aminotetrazole synthon (1H-tetrazol-5-amine) have made it a versatile and effective building block in the synthesis of heterocyclic compounds. In addition, several drugs containing this scaffold with a wide array of biological properties have been already introduced. Heterocyclic structures are the backbone of many biologically active and industrially important compounds. 5-Aminotetrazole is one of the favored synthons used in the preparation of heterocycle-bearing compounds, especially in multicomponent synthesis. This review highlights a comprehensive overview of the emerging applications of 5-aminotetrazole as a key component in the synthesis of heterocyclic frameworks through multicomponent reactions, reported between 2017 and July 2023.1 Introduction2 5-Aminotetrazole3 Tetrazolopyrimidine Compounds4 Spiro Compounds5 Miscellaneous6 Conclusion

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Section: Scheme 17 Synthesis Of Dihydrotetrazolo[15-a]pyrimidinesmentioning

confidence: 99%

Recent Advances in the Multicomponent Synthesis of Heterocycles Using 5-Aminotetrazole

Javahershenas,

Makarem,

Mei

et al. 2024

Synthesis

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Humic Acid: A Green‐Catalyst‐Mediated Solvent‐Free Synthesis of Functionalized Diethyl(Phenyl(phenylamino)methyl)phosphonate

2023

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Humic acid, a high molecular weight, environment friendly biopolymer has been investigated as a catalyst for a straightforward and versatile one‐pot three‐component reaction through famous Kabachnik‐Fields reaction for the diversity‐oriented convergent synthesis of diethyl(phenyl(phenylamino)methyl)phosphonate by using aldehydes, amines and diethyl phosphite under solvent‐free reaction condition. The developed reaction protocol has successfully removed the use of hazardous solvent, toxic reagent, metal catalyst and harsh reaction condition for the synthesis of this important class of compound. The eco‐benign reaction condition, low catalyst loading, easy reaction set‐up, good yield and broad range of functional group tolerance are the key advantages of the reported protocol. Furthermore, the solvent free reaction protocol using humic acid, as a green, non‐toxic, easily available, biodegradable and easily recycled polymeric catalyst convincingly enhances the superiority of this newly developed protocol over the conventional one.

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p‐Toluene Sulphonic Acid (PTSA): An Efficient Catalyst for One‐Pot Three‐Component Synthesis of Novel 3‐Pyrazolyl‐Thiazolidin‐4‐One Derivatives

Das,

Paul,

Mitra

et al. 2024

ChemistrySelect

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This research article focuses on the pathway for metal‐free unprecedented one‐pot three‐component synthesis of biologically active 3‐pyrazolyl‐thiazolidin‐4‐one derivatives through cyclo‐condensation of aromatic aldehydes, 1H‐pyrazol‐3‐amine and thioglycolic acid in aqueous medium. p‐Toluene sulphonic acid (PTSA), a non‐toxic, cheaper, easily accessible, eco‐benign, organic acid‐catalyst was explored to mediate this reaction. Formation of novel 3‐pyrazolyl‐thiazolidin‐4‐one derivatives, environment‐benign conditions, quick reaction time, excellent functional group acceptance and moderate to high yield of the products are some of the chief advantages of the reaction. Further, this methodology will surely contribute in various fields of synthetic organic methodology, pharmaceutical industry and natural bio‐active product synthesis.

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One‐pot Three‐component Solvent‐free Tandem Annulations for Synthesis of Tetrazolo[1,2‐a]pyrimidine and [1,2,4]triazolo[1,5‐a]pyrimidine

Cited by 8 publications

References 81 publications

Recent Advances in the Multicomponent Synthesis of Heterocycles Using 5-Aminotetrazole

Recent Advances in the Multicomponent Synthesis of Heterocycles Using 5-Aminotetrazole

Humic Acid: A Green‐Catalyst‐Mediated Solvent‐Free Synthesis of Functionalized Diethyl(Phenyl(phenylamino)methyl)phosphonate

p‐Toluene Sulphonic Acid (PTSA): An Efficient Catalyst for One‐Pot Three‐Component Synthesis of Novel 3‐Pyrazolyl‐Thiazolidin‐4‐One Derivatives

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