Microwave Assisted Synthesis of 1,5-Benzothiazepines Using Greener Reaction Medium

Kotalwar, Sanjay S.; Kale, Amol; Kohire, Ram B.; Jagrut, Vasant B.

doi:10.14233/ajchem.2019.21716

Cited by 9 publications

(5 citation statements)

References 37 publications

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“…After isolation through extraction, the pure product 66 was obtained by recrystallization (Figure 20 ). [68] …”

Section: Synthetic Methodsmentioning

confidence: 99%

“…After isolation through extraction, the pure product 66 was obtained by recrystallization (Figure 20). [68] In a last microwave-promoted example, an approach using water as the solvent has been described by Kendre 21). [69] These microwave-assisted reactions certainly contribute to green chemistry, because they use little to no solvent, proceed quickly and generally lead to better yields as compared to conventional alternatives.…”

Section: Synthesis Of 15-benzothiazepanes Through Reaction Of αβUnsat...mentioning

confidence: 99%

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Synthesis of the 1,5‐Benzothiazepane Scaffold – Established Methods and New Developments

et al. 2023

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The 1,5‐benzothiazepane structure is an important heterocyclic moiety present in a variety of commercial drugs and pharmaceuticals. This privileged scaffold exhibits a diversity of biological activities, including antimicrobial, antibacterial, anti‐epileptic, anti‐HIV, antidepressant, antithrombotic and anticancer properties. Its important pharmacological potential renders research into the development of new and efficient synthetic methods of high relevance. In the first part of this review, an overview of different synthetic approaches toward 1,5‐benzothiazepane and its derivatives is provided, ranging from established protocols to recent (enantioselective) methods that promote sustainability. In the second part, several structural characteristics influencing biological activity are briefly explored, providing a few insights into the structure‐activity relationships of these compounds.

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“…After isolation through extraction, the pure product 66 was obtained by recrystallization (Figure 20 ). [68] …”

Section: Synthetic Methodsmentioning

confidence: 99%

Section: Synthesis Of 15-benzothiazepanes Through Reaction Of αβUnsat...mentioning

confidence: 99%

Synthesis of the 1,5‐Benzothiazepane Scaffold – Established Methods and New Developments

et al. 2023

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“…The microwave irradiation (MW) procedure is a prevailing tool in the 'green organic synthesis' for drug discovery [144,145]. The solvent-free and catalyst-free condition was also conducted under microwave for the condensation reaction to improve feasibility for numerous functional groups [146].…”

Section: S C H E M E 1 Synthesis Of Homocyclic-benzoheterodiazepine Derivativesmentioning

confidence: 99%

Chalcone derived benzoheterodiazepines for medicinal applications: A Two‐pot and one‐pot synthetic approach

Farooq

Ngaini

2021

Journal of Heterocyclic Chem

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“…Eco-friendly conditions, short reaction time, and high yield were the key features of this synthetic protocol. [21] Lingampalle et al reported an environmentally benign one-pot protocol for the synthesis of 1,5-benzothiazepines (3) from 1,3-diarylpropene-1-ones (2) and o-aminothiophenol (1, Scheme 1, entry 2) via heating at 110 C in polyethylene glycol-400 (PEG −400). A comparative study between classical synthesis and this newly developed methodology was carried out, and it was evident from the results that the newer approach was better in terms of the yields of the final compounds after purification.…”

Section: Synthesis From Chalcones Using Eco-friendly Approachesmentioning

confidence: 99%

Recent advances in the synthetic chemistry of 1,5‐benzothiazepines: A minireview

Devi

Singh

Monga

2020

Journal of Heterocyclic Chem

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Benzothiazepine, a prominent “drug prejudice core”, is a heterocyclic moiety of immense importance due to its presence in a wide range of bioactive compounds. They act as a primary “biolinker” in diverse synthetic routes to obtain bioactive molecules and serve as important templates in synthetic and medicinal chemistry. They are known to possess a plethora of pharmacological activities, which include Ca2+ channel blockers, CNS acting agents, anti‐HIV, ACE inhibitors, antimicrobial, antifungal, anticancer. Their promising behaviour as drug molecules led the scientific community to develop novel, mild, green, and highly efficient synthetic routes for their synthesis. The conventional synthesis generally involved the condensation of chalcones with 2‐aminothiophenol in the presence of acid/base with high‐temperature heating, mostly resulting in poor yields or mixtures. However, recent trends are replacing these conditions with mild and green conditions through organocatalysis or other methodologies. In this review, an attempt has been made by authors to summarize (a) Recent developments in the synthetic strategies of 1,5‐benzoathiazepines and its derivatives (b) Conventional methods for the synthesis of 1,5‐benzothiazepines including progress in the green chemistry routes (c) Applications of various metals and organocatalysts to achieve the enantioselective synthesis of title compounds.

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Microwave Assisted Synthesis of 1,5-Benzothiazepines Using Greener Reaction Medium

Cited by 9 publications

References 37 publications

Synthesis of the 1,5‐Benzothiazepane Scaffold – Established Methods and New Developments

Synthesis of the 1,5‐Benzothiazepane Scaffold – Established Methods and New Developments

Chalcone derived benzoheterodiazepines for medicinal applications: A Two‐pot and one‐pot synthetic approach

Recent advances in the synthetic chemistry of 1,5‐benzothiazepines: A minireview

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