Tetrasubstituted pyrazinones derived from the reaction of praziquantel with N-bromosuccinimide

Zhao, Qingjie; Wang, Chunkai; Ezell, Edward L.; Dong, Yuxiang; Vennerstrom, Jonathan L.

doi:10.1016/j.tetlet.2014.06.083

Cited by 3 publications

(2 citation statements)

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“…878 When praziquantel was exposed to NBS in the presence of ethanol, a tricyclic 3-bromo-1ethoxypyrazinone was formed. 879 In the regioselective syntheses of 2,3,4-tribromopyrrole and 2,3,5-tribromopyrrole, NBS was used as the bromine source. 880 The synthesis of 2,3,4tribromopyrrole was accomplished in three steps from pyrrole.…”

Section: Aromatic Bromination Using Nbsmentioning

confidence: 99%

“…In the enantioselective cycloisomerizations of N -alkenyl arylethynyl amides to afford axially chiral 4-aryl-2-pyridones, bromination of pyridone was carried out by treatment with NBS to give 4-aryl-3-bromo-2-pyridone in 60% isolated yield without racemization . When praziquantel was exposed to NBS in the presence of ethanol, a tricyclic 3-bromo-1-ethoxypyrazinone was formed . In the regioselective syntheses of 2,3,4-tribromopyrrole and 2,3,5-tribromopyrrole, NBS was used as the bromine source .…”

Section: Bromination Reactionsmentioning

confidence: 99%

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Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

2016

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Bromination is one of the most important transformations in organic synthesis and can be carried out using bromine and many other bromo compounds. Use of molecular bromine in organic synthesis is well-known. However, due to the hazardous nature of bromine, enormous growth has been witnessed in the past several decades for the development of solid bromine carriers. This review outlines the use of bromine and different bromo-organic compounds in organic synthesis. The applications of bromine, a total of 107 bromo-organic compounds, 11 other brominating agents, and a few natural bromine sources were incorporated. The scope of these reagents for various organic transformations such as bromination, cohalogenation, oxidation, cyclization, ring-opening reactions, substitution, rearrangement, hydrolysis, catalysis, etc. has been described briefly to highlight important aspects of the bromo-organic compounds in organic synthesis.

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Section: Aromatic Bromination Using Nbsmentioning

confidence: 99%

Section: Bromination Reactionsmentioning

confidence: 99%