1,3-Dibromo-5,5-dimethylhydantoin as an efficient catalyst for synthesis of thioamidoalkyl and bis(thio)amidoalkyl-2-naphthols under solvent-free conditions

1,3-Dibromo-5,5-dimethylhydantoin as an efficient catalyst for synthesis of thioamidoalkyl and... Res Chem Intermed (2015) 41:6271–6281 DOI 10.1007/s11164-014-1738-y 1,3-Dibromo-5,5-dimethylhydantoin as an efficient catalyst for synthesis of thioamidoalkyl and bis(thio) amidoalkyl-2-naphthols under solvent-free conditions Arash Ghorbani-Choghamarani Shima Rashidimoghadam Received: 9 May 2014 / Accepted: 3 June 2014 / Published online: 27 June 2014 Springer Science+Business Media Dordrecht 2014 Abstract An efficient and easy method for one-pot three-component synthesis of thioamidoalkyl and bis(thio)amidoalkyl naphthols by condensation of aromatic alde- hydes, 2-naphthol, and acetamide or thioacetamide under thermal condition at 130 Cin the presence of 1,3-dibromo-5,5-dimethylhydantoin is described. The present approach offers several advantages such as reduced reaction time, higher yield, and economic availability of the catalyst. Keywords 1,3-Dibromo-5,5-dimethylhydantoin (DBH)  Multicomponent reaction  Thioacetamide  Thioamidoalkyl naphthol  Solvent-free Introduction Multicomponent reactions (MCRs) have elicited increased interest since they are performed without the need to isolate any intermediate, thus reducing time and saving energy and raw materials [1]. One of these MCRs is synthesis of amidoalkyl naphthols, which are ubiquitous in a variety of biologically important natural products and potent drugs, including a number of nucleoside antibiotics and human immunodeficiency virus (HIV) protease inhibitors such as ritonavir and lopinavir [2, 3]. Furthermore, 1-amidoalkyl-2-naphthol and 1-thioamidoalkyl-2-naphthol can be converted to useful synthetic building http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

1,3-Dibromo-5,5-dimethylhydantoin as an efficient catalyst for synthesis of thioamidoalkyl and bis(thio)amidoalkyl-2-naphthols under solvent-free conditions

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Publisher
Springer Journals
Copyright
Copyright © 2014 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-014-1738-y
Publisher site
See Article on Publisher Site

Abstract

Res Chem Intermed (2015) 41:6271–6281 DOI 10.1007/s11164-014-1738-y 1,3-Dibromo-5,5-dimethylhydantoin as an efficient catalyst for synthesis of thioamidoalkyl and bis(thio) amidoalkyl-2-naphthols under solvent-free conditions Arash Ghorbani-Choghamarani Shima Rashidimoghadam Received: 9 May 2014 / Accepted: 3 June 2014 / Published online: 27 June 2014 Springer Science+Business Media Dordrecht 2014 Abstract An efficient and easy method for one-pot three-component synthesis of thioamidoalkyl and bis(thio)amidoalkyl naphthols by condensation of aromatic alde- hydes, 2-naphthol, and acetamide or thioacetamide under thermal condition at 130 Cin the presence of 1,3-dibromo-5,5-dimethylhydantoin is described. The present approach offers several advantages such as reduced reaction time, higher yield, and economic availability of the catalyst. Keywords 1,3-Dibromo-5,5-dimethylhydantoin (DBH)  Multicomponent reaction  Thioacetamide  Thioamidoalkyl naphthol  Solvent-free Introduction Multicomponent reactions (MCRs) have elicited increased interest since they are performed without the need to isolate any intermediate, thus reducing time and saving energy and raw materials [1]. One of these MCRs is synthesis of amidoalkyl naphthols, which are ubiquitous in a variety of biologically important natural products and potent drugs, including a number of nucleoside antibiotics and human immunodeficiency virus (HIV) protease inhibitors such as ritonavir and lopinavir [2, 3]. Furthermore, 1-amidoalkyl-2-naphthol and 1-thioamidoalkyl-2-naphthol can be converted to useful synthetic building

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Jun 27, 2014

References

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