An efficient Morita-Baylis-Hillman reaction for the synthesis of multifunctional 2-hydroxy-3-nitrobut-3-enoate derivatives

Hsuan Hao Kuan; Raju Jannapu Reddy; Kwunmin Chen

doi:10.1016/j.tet.2010.10.061

An efficient Morita-Baylis-Hillman reaction for the synthesis of multifunctional 2-hydroxy-3-nitrobut-3-enoate derivatives

Hsuan Hao Kuan
, Raju Jannapu Reddy
, Kwunmin Chen^*

^*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

33 引文斯高帕斯（Scopus）

摘要

An efficient thiourea promoted MBH reaction of various conjugated nitroalkenes with ethyl glyoxylate was developed. The desired multifunctional products, 2-hydroxy-3-nitro-4-aryl/alkylbut-3-enoate derivatives were obtained in good to high chemical yields (56-92%) with DMAP (20 mol %) under solvent-free conditions or imidazole (100 mol %) in the presence of water.

原文	英語
頁（從 - 到）	9875-9879
頁數	5
期刊	Tetrahedron
卷	66
發行號	52
DOIs	https://doi.org/10.1016/j.tet.2010.10.061
出版狀態	已發佈 - 2010 12月 24

ASJC Scopus subject areas

生物化學
藥物發現
有機化學

存取文件

10.1016/j.tet.2010.10.061

其它文件與鏈接

CCDC 795732: Experimental Crystal Structure Determination
Kuan, H.-H. (Creator), Reddy, R. J. (Creator) & Chen, K. (Creator), Unknown Publisher, 2011
DOI: 10.5517/ccvq0sb, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccvq0sb&sid=DataCite
資料集: Dataset

引用此

@article{dcc3b9b4e98548b0832291610ba5d3d0,

title = "An efficient Morita-Baylis-Hillman reaction for the synthesis of multifunctional 2-hydroxy-3-nitrobut-3-enoate derivatives",

abstract = "An efficient thiourea promoted MBH reaction of various conjugated nitroalkenes with ethyl glyoxylate was developed. The desired multifunctional products, 2-hydroxy-3-nitro-4-aryl/alkylbut-3-enoate derivatives were obtained in good to high chemical yields (56-92\%) with DMAP (20 mol \%) under solvent-free conditions or imidazole (100 mol \%) in the presence of water.",

keywords = "Aqueous media, Morita-Baylis-Hillman reaction, Nitroalkenes, Organocatalysis, Thiourea",

author = "Kuan, \{Hsuan Hao\} and Reddy, \{Raju Jannapu\} and Kwunmin Chen",

note = "Funding Information: We thank the National Science Council of the Republic of China ( NSC 99-2113-M-003-002-MY3 and NSC 99-2119-M-003-001-MY2 ) and National Taiwan Normal University ( 99T3030-5 ) for financial support of our work. Our gratitude extends to the Academic Paper Editing Clinic at NTNU, and to the National Center for High-Performance Computing for providing us with computer time and facilities. ",

year = "2010",

month = dec,

day = "24",

doi = "10.1016/j.tet.2010.10.061",

language = "English",

volume = "66",

pages = "9875--9879",

journal = "Tetrahedron",

issn = "0040-4020",

publisher = "Elsevier Limited",

number = "52",

}

TY - JOUR

T1 - An efficient Morita-Baylis-Hillman reaction for the synthesis of multifunctional 2-hydroxy-3-nitrobut-3-enoate derivatives

AU - Kuan, Hsuan Hao

AU - Reddy, Raju Jannapu

AU - Chen, Kwunmin

N1 - Funding Information: We thank the National Science Council of the Republic of China ( NSC 99-2113-M-003-002-MY3 and NSC 99-2119-M-003-001-MY2 ) and National Taiwan Normal University ( 99T3030-5 ) for financial support of our work. Our gratitude extends to the Academic Paper Editing Clinic at NTNU, and to the National Center for High-Performance Computing for providing us with computer time and facilities.

PY - 2010/12/24

Y1 - 2010/12/24

N2 - An efficient thiourea promoted MBH reaction of various conjugated nitroalkenes with ethyl glyoxylate was developed. The desired multifunctional products, 2-hydroxy-3-nitro-4-aryl/alkylbut-3-enoate derivatives were obtained in good to high chemical yields (56-92%) with DMAP (20 mol %) under solvent-free conditions or imidazole (100 mol %) in the presence of water.

AB - An efficient thiourea promoted MBH reaction of various conjugated nitroalkenes with ethyl glyoxylate was developed. The desired multifunctional products, 2-hydroxy-3-nitro-4-aryl/alkylbut-3-enoate derivatives were obtained in good to high chemical yields (56-92%) with DMAP (20 mol %) under solvent-free conditions or imidazole (100 mol %) in the presence of water.

KW - Aqueous media

KW - Morita-Baylis-Hillman reaction

KW - Nitroalkenes

KW - Organocatalysis

KW - Thiourea

UR - https://www.scopus.com/pages/publications/78649651275

UR - https://www.scopus.com/pages/publications/78649651275#tab=citedBy

U2 - 10.1016/j.tet.2010.10.061

DO - 10.1016/j.tet.2010.10.061

M3 - Article

AN - SCOPUS:78649651275

SN - 0040-4020

VL - 66

SP - 9875

EP - 9879

JO - Tetrahedron

JF - Tetrahedron

IS - 52

ER -

An efficient Morita-Baylis-Hillman reaction for the synthesis of multifunctional 2-hydroxy-3-nitrobut-3-enoate derivatives

摘要

ASJC Scopus subject areas

存取文件

其它文件與鏈接

指紋

資料集

CCDC 795732: Experimental Crystal Structure Determination

引用此