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Microwave-Assisted Rapid and Straightforward Synthesis of Novel 6-(Aroxymethyl)-2-aryl-6,7-dihydropyrazolo[5,1-c][1,4]oxazin-4-one Derivatives

A series of novel 6-(aroxymethyl)-2-aryl-6,7-dihydropyrazolo[5,1-c][1,4] oxazin-4-one derivatives was synthesized from ethyl 3-aryl-1H-pyrazole-5-carboxylate and 2-aryloxymethylepoxide by a microwave-assisted, one-step method in good yields. The microwave-assisted reaction of ethyl 3-aryl-1H-pyrazol...

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Bibliographic Details
Published in:Synthetic communications 2007-11, Vol.37 (24), p.4415-4424
Main Authors: Wei, Fang, Zhao, Bao-Xiang, Dong, Wen-Liang, Zuo, Hua, Shin, Dong-Soo, Wang, Da-Wei, Xia, Yong, Ge, Yan-Qing
Format: Article
Language:English
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Summary:A series of novel 6-(aroxymethyl)-2-aryl-6,7-dihydropyrazolo[5,1-c][1,4] oxazin-4-one derivatives was synthesized from ethyl 3-aryl-1H-pyrazole-5-carboxylate and 2-aryloxymethylepoxide by a microwave-assisted, one-step method in good yields. The microwave-assisted reaction of ethyl 3-aryl-1H-pyrazole-5-carboxylate and 2-aryloxymethylepoxide proceeds with higher regioselectivity and is more economical and environmentally friendly in contrast to the normal intramolecular esterification route. A tandem mechanism of the reaction was proposed.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397910701577877