2010
DOI: 10.3390/molecules16010092
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Synthesis of Substituted 1,4-Diazepines and 1,5-Benzodiazepines Using an Efficient Heteropolyacid-Catalyzed Procedure

Abstract: An efficient and improved procedure for the synthesis of 1,4-diazepine and 1,5-benzodiazepine derivatives via the reaction of ketimine intermediates with aldehydes in the presence of Keggin-type heteropolyacids (HPAs) was developed. High yields and short reaction times were obtained for both electron-releasing and electron-withdrawing substituted 1,4-diazepine and 1,5-benzodiazepines derivatives.

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Cited by 32 publications
(17 citation statements)
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“…Wells−Dawson heteropolyanion structure can be formulated as [(X n+ ) 2 M 18 O 62 ] (16−2n)− or [(X n+ ) 2 M 15 M 3´O62 ] (16−2n)− , where X n+ represents a central atom (heteroatom) such as P and Si, surrounded by a cage of M or M´addenda atoms, such as Mo 6+ or W 6+ or a mixture of elements. Recently, the use of heteropoly compounds as catalysts in both homogeneous and heterogeneous processes has attracted great interest in organic synthesis because their stronger Brö nsted acidity, their redox properties can be controlled at the molecular or atomic level and they also offer economical and environmental benefits [14], where the majority of POMs are not toxic and inexpensive [15]. Yamase [16], Song and Barteau [17] and Hiskia et al [18] have used the POMs as photocatalysts in many catalytic reactions and they proved that the POMs are well-organized metal-oxygen cluster anion, which initiates a variety of redox reactions under UV-illuminated condition [19].…”
Section: Introductionmentioning
confidence: 99%
“…Wells−Dawson heteropolyanion structure can be formulated as [(X n+ ) 2 M 18 O 62 ] (16−2n)− or [(X n+ ) 2 M 15 M 3´O62 ] (16−2n)− , where X n+ represents a central atom (heteroatom) such as P and Si, surrounded by a cage of M or M´addenda atoms, such as Mo 6+ or W 6+ or a mixture of elements. Recently, the use of heteropoly compounds as catalysts in both homogeneous and heterogeneous processes has attracted great interest in organic synthesis because their stronger Brö nsted acidity, their redox properties can be controlled at the molecular or atomic level and they also offer economical and environmental benefits [14], where the majority of POMs are not toxic and inexpensive [15]. Yamase [16], Song and Barteau [17] and Hiskia et al [18] have used the POMs as photocatalysts in many catalytic reactions and they proved that the POMs are well-organized metal-oxygen cluster anion, which initiates a variety of redox reactions under UV-illuminated condition [19].…”
Section: Introductionmentioning
confidence: 99%
“…They show anticonvulsant, antianxiety, sedative, analgesic, anti‐depressant, hypnotic, antiviral, anti‐inflammatory, anti‐HIV, muscle relaxant, antiobesity, anticoagulant, antiulcer, calcium channel blocker, cholecystokinin antagonist, endothelin antagonist, thrombopoietin receptor agonist and vasopressin receptor antagonist activities . Some of their derivatives are used as dyes for acrylic fibers …”
Section: Introductionmentioning
confidence: 99%
“…Microwave irradiation is well known to promote the synthesis of a variety of organic compounds, where chemical reactions are accelerated because of selective absorption of microwave by polar molecules. The synthesis of diazepines via various synthetic procedures under catalyzed conditions has widely been reported [2][3][4][5][6][7]. Diazepines and benzodiazepines have various therapeutic applications.…”
Section: Introductionmentioning
confidence: 99%