Alcohol mediated synthesis of 4-oxo-2-aryl-4H-chromene-3-carboxylate derivatives from 4-hydroxycoumarins

Manoj R. Zanwar; Mustafa J. Raihan; Sachin D. Gawande; Veerababurao Kavala; Donala Janreddy; Chun Wei Kuo; Ram Ambre; Ching-Fa Yao

doi:10.1021/jo301044y

Alcohol mediated synthesis of 4-oxo-2-aryl-4H-chromene-3-carboxylate derivatives from 4-hydroxycoumarins

Manoj R. Zanwar, Mustafa J. Raihan, Sachin D. Gawande, Veerababurao Kavala, Donala Janreddy, Chun Wei Kuo, Ram Ambre, Ching-Fa Yao

化學系

研究成果: 雜誌貢獻 › 文章 › 同行評審

20 引文斯高帕斯（Scopus）

摘要

The unusual alcohol mediated formation of 4-oxo-2-aryl-4H-chromene-3- carboxylate (flavone-3-carboxylate) derivatives from 4-hydroxycoumarins and β-nitroalkenes in an alcoholic medium is described. The transformation occurs via the in situ formation of a Michael adduct, followed by the alkoxide ion mediated rearrangement of the intermediate. The effect of the different alcohol and nonalcohol media on the reaction was investigated.

原文	英語
頁（從 - 到）	6495-6504
頁數	10
期刊	Journal of Organic Chemistry
卷	77
發行號	15
DOIs	https://doi.org/10.1021/jo301044y
出版狀態	已發佈 - 2012 八月 3

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo301044y

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Alcohol mediated synthesis of 4-oxo-2-aryl-4H-chromene-3-carboxylate derivatives from 4-hydroxycoumarins. / Zanwar, Manoj R.; Raihan, Mustafa J.; Gawande, Sachin D.; Kavala, Veerababurao; Janreddy, Donala; Kuo, Chun Wei; Ambre, Ram; Yao, Ching-Fa.

於: Journal of Organic Chemistry, 卷 77, 編號 15, 03.08.2012, p. 6495-6504.

研究成果: 雜誌貢獻 › 文章 › 同行評審

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abstract = "The unusual alcohol mediated formation of 4-oxo-2-aryl-4H-chromene-3- carboxylate (flavone-3-carboxylate) derivatives from 4-hydroxycoumarins and β-nitroalkenes in an alcoholic medium is described. The transformation occurs via the in situ formation of a Michael adduct, followed by the alkoxide ion mediated rearrangement of the intermediate. The effect of the different alcohol and nonalcohol media on the reaction was investigated.",

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AU - Kavala, Veerababurao

AU - Janreddy, Donala

AU - Kuo, Chun Wei

AU - Ambre, Ram

AU - Yao, Ching-Fa

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