Literature DB >> 26845480

Sodium alginate: An efficient biopolymeric catalyst for green synthesis of 2-amino-4H-pyran derivatives.

Mohammad G Dekamin1, S Zahra Peyman2, Zahra Karimi2, Shahrzad Javanshir2, M Reza Naimi-Jamal2, Mehdi Barikani3.   

Abstract

Sodium alginate, a naturally occurring macromolecule, in its granular form and without any post-modification was found to be an efficient and recoverable bifunctional heterogeneous organocatalyst for the domino synthesis of various 2-amino-3-cyano-4H-pyran annulated derivatives through three-component condensation of different aldehydes, malononitrile and diverse 1,3-dicarbonyl compounds under mild conditions. Corresponding 4H-pyran derivatives were obtained in high to excellent yields after 25-150min stirring in 2mL EtOH under reflux conditions in the presence of 10mol% of sodium alginate, equimolar amounts of aldehydes, malononitrile and 1,3-dicarbonyl compounds. The catalyst was easily separated from the reaction mixture to obtain desired products in excellent purity as shown by FTIR and (1)H NMR spectroscopic methods. Avoiding the use of any transition metal, one-pot and multi-component procedure catalyzed by a renewable biopolymer, the reusability of the catalyst, broad substrate scope and operational simplicity are important features of this methodology for preparation of medicinally important compounds.
Copyright © 2016 Elsevier B.V. All rights reserved.

Entities:  

Keywords:  4H-Pyrans; Bifunctional organocatalyst; Biopolymers; Green chemistry; Sodium alginate

Mesh:

Substances:

Year:  2016        PMID: 26845480     DOI: 10.1016/j.ijbiomac.2016.01.080

Source DB:  PubMed          Journal:  Int J Biol Macromol        ISSN: 0141-8130            Impact factor:   6.953


  5 in total

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Journal:  Sci Rep       Date:  2022-05-23       Impact factor: 4.996

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Journal:  ACS Omega       Date:  2019-11-12

4.  Cysteic acid grafted to magnetic graphene oxide as a promising recoverable solid acid catalyst for the synthesis of diverse 4H-chromene.

Authors:  Firouz Matloubi Moghaddam; Mohammad Eslami; Golfamsadat Hoda
Journal:  Sci Rep       Date:  2020-12-01       Impact factor: 4.379

5.  Collagen-coated superparamagnetic iron oxide nanoparticles as a sustainable catalyst for spirooxindole synthesis.

Authors:  Shima Ghanbari Azarnier; Maryam Esmkhani; Zahra Dolatkhah; Shahrzad Javanshir
Journal:  Sci Rep       Date:  2022-04-12       Impact factor: 4.379

  5 in total

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