European Journal of Chemistry 2014, 5(3), 541-544 | doi: https://doi.org/10.5155/eurjchem.5.3.541-544.1049 | Get rights and content






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Aqueous phase synthesis of polysubstituted pyrimidines/pyrrolidines catalyzed by β-cyclodextrin


Jilla Shankar (1) , Gaddam Satish (2) , Katla Ramesh (3) , Nageswar Yadavalli Venkata Durga (4,*)

(1) Council of Scientific and Industrial Research-Medicinal Chemistry and Pharmacology Division, Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500-007, India
(2) Council of Scientific and Industrial Research-Medicinal Chemistry and Pharmacology Division, Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500-007, India
(3) Council of Scientific and Industrial Research-Medicinal Chemistry and Pharmacology Division, Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500-007, India
(4) Council of Scientific and Industrial Research-Medicinal Chemistry and Pharmacology Division, Indian Institute of Chemical Technology, Uppal Road, Hyderabad 500-007, India
(*) Corresponding Author

Received: 13 Mar 2014 | Revised: 21 Apr 2014 | Accepted: 22 Apr 2014 | Published: 30 Sep 2014 | Issue Date: September 2014

Abstract


Highly substituted pyrimidine/pyrrolidine derivatives were synthesized for the first time in water under neutral conditions by the reaction of aromatic amines, dimethyl/diethyl acetylene dicarboxylates, formaldehyde mediated by β-cyclodextrin (β-CD) in good to excellent yields. β-Cyclodextrin can be recovered and reused without any loss of catalytic activity. The β-Cyclodextrins employed were inexpensive and readily available when compared to other types of cyclodextrins (α, γ).


Keywords


Amines; Formaldehyde; β-Cyclodextrin; Pyrimidine derivatives; Pyrrolidine derivatives; Dimethyl/diethyl acetylene dicarboxylates

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DOI: 10.5155/eurjchem.5.3.541-544.1049

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Funding information


Council of Scientific and Industrial Research, New Delhi, India

Citations

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[1]. Mohsen Abbasi
β-Cyclodextrin as an Efficient and Recyclable Supramolecular Catalyst for the Synthesis of Heterocyclic Compounds
Journal of the Chinese Chemical Society  64(8), 896, 2017
DOI: 10.1002/jccs.201600887
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[2]. Soumyadip Basu, Tanushree Ghosh, Suvendu Maity, Prasanta Ghosh, Chhanda Mukhopadhyay
An Efficient Phosphotungstic Acid Catalysed Synthesis of 4,5‐Dioxopyrrolidines and Study of the Mechanistic Effect of the Solvent on the Reaction
ChemistrySelect  4(19), 5763, 2019
DOI: 10.1002/slct.201901011
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How to cite


Shankar, J.; Satish, G.; Ramesh, K.; Durga, N. Eur. J. Chem. 2014, 5(3), 541-544. doi:10.5155/eurjchem.5.3.541-544.1049
Shankar, J.; Satish, G.; Ramesh, K.; Durga, N. Aqueous phase synthesis of polysubstituted pyrimidines/pyrrolidines catalyzed by β-cyclodextrin. Eur. J. Chem. 2014, 5(3), 541-544. doi:10.5155/eurjchem.5.3.541-544.1049
Shankar, J., Satish, G., Ramesh, K., & Durga, N. (2014). Aqueous phase synthesis of polysubstituted pyrimidines/pyrrolidines catalyzed by β-cyclodextrin. European Journal of Chemistry, 5(3), 541-544. doi:10.5155/eurjchem.5.3.541-544.1049
Shankar, Jilla, Gaddam Satish, Katla Ramesh, & Nageswar Yadavalli Venkata Durga. "Aqueous phase synthesis of polysubstituted pyrimidines/pyrrolidines catalyzed by β-cyclodextrin." European Journal of Chemistry [Online], 5.3 (2014): 541-544. Web. 27 Jan. 2020
Shankar, Jilla, Satish, Gaddam, Ramesh, Katla, AND Durga, Nageswar. "Aqueous phase synthesis of polysubstituted pyrimidines/pyrrolidines catalyzed by β-cyclodextrin" European Journal of Chemistry [Online], Volume 5 Number 3 (30 September 2014)

DOI Link: https://doi.org/10.5155/eurjchem.5.3.541-544.1049

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