Synthesis of Pyrazoline and Isoxazoline in Triethanolamine Medium.

Agrawal, Nitin N.; Soni, P. A.

doi:10.1002/chin.200516040

Cited by 1 publication

(2 citation statements)

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“…Replacing the solvent by acetic acid, a series of 2-isoxazolines arises from the reaction of hydroxylamine hydrochloride in the presence of NaOAc with chalcone-based compounds bearing pyrrole [120], methylenebisthiazolidinone [121] and benzimidazole [122] moieties. Other modifications involve the use of pyridine [123][124][125] or triethanolamine [126] that act as both solvent and base. Refluxing bischalcones with hydroxylamine hydrochloride in pyridine afforded bisisoxazolines in high yields [127].…”

Section: Transformation Of Chalcones To Isoxazolesmentioning

confidence: 99%

“…The introduction of bases such as pyridine [122,[222][223][224], piperidine [129,225,226], triethylamine [227,228], KOH [107], NaOH [229][230][231][232][233][234][235][236][237][238][239][240][241] and NaOAc [242] or acids as formic [243,244], acetic [82,108,116,131,208,243,[245][246][247][248], hydrochloric [249,250] and sulfuric [130] led to other functionalized derivatives. Alternative solvents for this type of reaction are acetic acid [106,, formic acid [251,252,273], pyridine [274,275], acetic acid/pyridine [276], THF [22], triethanolamine [126]...…”

Section: Transformation Of Chalcones To Pyrazolesmentioning

confidence: 99%

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Chalcones as Versatile Synthons for the Synthesis of 5- and 6-membered Nitrogen Heterocycles

Albuquerque¹,

Santos²,

Cavaleiro³

et al. 2014

COC

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Chalcones belong to the flavonoid family which constitutes one of the major classes of naturally occurring oxygen heterocyclic compounds. The ,-unsaturated carbonyl system of chalcones possesses two electrophilic reactive centers allowing them to participate in addition reactions via attack to the carbonyl group (1,2-addition) or involving the-carbon (1,4-conjugate addition), leading to the synthesis of promising bioactive heterocyclic compounds. The purpose of this review is to present a systematic survey of the most recent literature that uses chalcones in the synthesis of biologically active 5-and 6-membered nitrogen heterocycles such as pyrroles, indoles, isoxazoles, imidazoles, pyrazoles, indazoles, triazoles, tetrazoles, pyridines and pyrimidines. Efficiency, easy-to-handle and cheap reagents, alternative heating conditions and greener protocols will be highlighted. In this review we will cover the literature since the beginning of the 21 st century in more than 400 publications.

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