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^*

^*此作品的通信作者

化學系

研究成果: 雜誌貢獻 › 期刊論文 › 同行評審

35 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 8月 3

ASJC Scopus subject areas

有機化學

存取文件

10.1021/jo301044y

其它文件與鏈接

CCDC 844724: Experimental Crystal Structure Determination
Zanwar, M. R. (Creator), Raihan, M. J. (Creator), Gawande, S. D. (Creator), Kavala, V. (Creator), Janreddy, D. (Creator), Kuo, C.-W. (Creator), Ambre, R. (Creator) & Yao, C.-F. (Creator), Unknown Publisher, 2013
DOI: 10.5517/ccxc05f, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccxc05f&sid=DataCite
資料集: Dataset

引用此

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

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.",

author = "Zanwar, \{Manoj R.\} and Raihan, \{Mustafa J.\} and Gawande, \{Sachin D.\} and Veerababurao Kavala and Donala Janreddy and Kuo, \{Chun Wei\} and Ram Ambre and Yao, \{Ching Fa\}",

year = "2012",

month = aug,

day = "3",

doi = "10.1021/jo301044y",

language = "English",

volume = "77",

pages = "6495--6504",

journal = "Journal of Organic Chemistry",

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TY - JOUR

T1 - Alcohol mediated synthesis of 4-oxo-2-aryl-4H-chromene-3-carboxylate derivatives from 4-hydroxycoumarins

AU - Zanwar, Manoj R.

AU - Raihan, Mustafa J.

AU - Gawande, Sachin D.

AU - Kavala, Veerababurao

AU - Janreddy, Donala

AU - Kuo, Chun Wei

AU - Ambre, Ram

AU - Yao, Ching Fa

PY - 2012/8/3

Y1 - 2012/8/3

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/84864620344

UR - https://www.scopus.com/pages/publications/84864620344#tab=citedBy

U2 - 10.1021/jo301044y

DO - 10.1021/jo301044y

M3 - Article

C2 - 22809001

AN - SCOPUS:84864620344

SN - 0022-3263

VL - 77

SP - 6495

EP - 6504

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 15

ER -

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

摘要

ASJC Scopus subject areas

存取文件

其它文件與鏈接

指紋

資料集

CCDC 844724: Experimental Crystal Structure Determination

引用此