Novel synthesis of 1,4-benzothiazines in water accelerated by β-cyclodextrin

Londhe, Balaji S.; Padwal, Sudhakar L.; Bhosale, Manisha R.; Mane, Ramrao A.

doi:10.1007/s13738-015-0752-3

Cited by 9 publications

(3 citation statements)

References 37 publications

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“…Literature reveals that there is no report on the use of biocatalyst/ enzyme for accelerating the one pot multicomponent condensation leading to 2-amino-2-chromenes. Considering the above observations and in continuation of our work [43][44][45] towards the acceleration of synthetic protocols leading to bioactive molecules by employing biocatalysts/ biomimetic catalysts, it was thought worthwhile to study the catalytic role of baker's yeast for the synthesis of 2-amino-2-chromenes via three component reaction of aldehyde, malononitrile and 1-naphthol.…”

Section: Methodsmentioning

confidence: 99%

Bakers Yeast Catalyzed and Ultrasound Accelerated Synthesis of 2-Amino-2-Chromenes

Londhe¹,

Khillare²,

Nalawade³

et al. 2021

IJAR

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Section: Methodsmentioning

confidence: 99%

Bakers Yeast Catalyzed and Ultrasound Accelerated Synthesis of 2-Amino-2-Chromenes

Londhe¹,

Khillare²,

Nalawade³

et al. 2021

IJAR

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“…An efficient green and clean protocol for the preparation of 2,3‐disubstituted 1,4‐benzothiazines 94 via 1,3‐dicarbonyl compounds 3 with substituted 2‐(2‐(2‐aminophenyl) disulfanyl)benzenamines 93 in the presence of supramolecular catalysis of β‐CD in water at neutral pH was described by Londhe et al . (Scheme ) . The role of β‐CD as supramolecular catalyst in accelerating the cyclocondensation was also mentioned and possible mechanism demonstrated.…”

Section: Application Of β‐Cd For the Synthesis Of Heterocyclesmentioning

confidence: 99%

β-Cyclodextrin as an Efficient and Recyclable Supramolecular Catalyst for the Synthesis of Heterocyclic Compounds

Abbasi

2017

Journal of the Chinese Chemical Society

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β-Cyclodextrin (β-CD), a naturally occurring supramolecular structure, is an effective catalyst for the synthesis of heterocyclic compounds. Its ubiquity, high performance, nontoxicity, ease of separation, and reusability have drawn the attention of green chemists. Here we present the synthetic procedures of heterocyclic compounds catalyzed by β-CD in water and compare them with those using organic solvents. In many cases, using water as the solvent shows better efficiency than conventional organic solvents with regard to catalytic activity and simplicity of recycling procedures. This review highlights the applications of β-CD in catalysis covering the years 2004-2016.Mohsen Abbasi was born in Jam, Bushehr, Iran,in 1989. He received the B.Sc. degree in pure chemistry from the University of Zabol in 2012, and the M.Sc. degree in organic chemistry from Ferdowsi University of Mashhad, Iran, in 2014 under the supervision of Dr. Seyed Mohammad Seyedi. His research interests include organic methodology catalysis and the application of multicomponent reactions in the synthesis of heterocyclic compounds. He has co-authored several reseach papers published in reputed journals and national conference proceedings.

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“…These reactions were significantly accelerated by ultrasonic irradiation [16]. Cyclocondensation of 1,3-dicarbonyl compounds with substituted diaryl disulfides in water in the presence of β-cyclodextrin gave 2,3-disubstituted benzo-1,4-thiazines in 70-91% yield in 50 min [17]. A highly efficient visible-light-mediated one-pot, three-component procedure was also explored for the preparation of 3-aryl-4Hbenzo-1,4-thiazin-2-amines [18].…”

Section: Introductionmentioning

confidence: 99%

Derivatives of benzo-1,4-thiazine-3-carboxylic acid and the corresponding amino acid conjugates

Kisszékelyi¹,

Stankovianska²,

Mečiarová³

et al. 2022

Beilstein J. Org. Chem.

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Herein, we present the synthesis and utilization of derivatives of 4H-benzo[b][1,4]thiazine-3-carboxylic acid. These benzothiazine compounds were assembled via the coupling of aminothiols and bromopyruvates. Oxidative dimerization of these starting materials was also observed and the corresponding benzothiazine dimers were isolated. Moreover, the coupling of benzothiazines with amino acids was realized. In doing so, an enantioselective synthesis of the nonproteinogenic amino acid 2-amino-3-propylhexanoic acid was accomplished.

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Novel synthesis of 1,4-benzothiazines in water accelerated by β-cyclodextrin

Cited by 9 publications

References 37 publications

Bakers Yeast Catalyzed and Ultrasound Accelerated Synthesis of 2-Amino-2-Chromenes

Bakers Yeast Catalyzed and Ultrasound Accelerated Synthesis of 2-Amino-2-Chromenes

β-Cyclodextrin as an Efficient and Recyclable Supramolecular Catalyst for the Synthesis of Heterocyclic Compounds

Derivatives of benzo-1,4-thiazine-3-carboxylic acid and the corresponding amino acid conjugates

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