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Solid acid-catalyzed domino cyclization reaction: regio- and diastereoselective synthesis of pyrido[2,3-d]pyrimidine derivatives bearing three contiguous stereocenters  ( SCI-EXPANDED收录)   被引量:34

文献类型:期刊文献

英文题名:Solid acid-catalyzed domino cyclization reaction: regio- and diastereoselective synthesis of pyrido[2,3-d]pyrimidine derivatives bearing three contiguous stereocenters

作者:Zhang, Furen[1];Li, Chunmei[1];Liang, Xuezheng[1]

机构:[1]Shaoxing Univ, Zhejiang Key Lab Alternat Technol Fine Chem Proc, Sch Chem & Chem Engn, Shaoxing 312000, Zhejiang, Peoples R China

年份:2018

卷号:20

期号:9

起止页码:2057

外文期刊名:GREEN CHEMISTRY

收录:SCI-EXPANDED(收录号:WOS:000432203600015)、、WOS、CCR-EXPANDED(收录号:WOS:000432203600015)

基金:We are grateful for the financial support from the Natural Science Foundation of Zhejiang Province (No. LY16B020007) and the Department of Education of Zhejiang Province (No. Y201636353). We are also grateful to the Wenzhou University and Beijing Normal University for helping with structure analysis.

语种:英文

外文摘要:An efficient and green domino approach for the synthesis of 5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-4(3H)-one derivatives using a recoverable carbonaceous material as a catalyst has been established. The new domino reaction was conducted by reacting the readily available and inexpensive starting materials 2,6-diaminopyrimidin-4(3H)-one, nitroolefin and aldehyde in water. A total of 24 examples were examined, and showed a broad substrate scope and high yields. The carbonaceous material catalyst can be reused at least 5 times without obvious deactivation. The proposed mechanism has explained the reaction process and the resulting high regio- and diastereoselectivities. The present green strategy shows attractive characteristics such as using water as a green medium, using an inexpensive and recoverable solid acid catalyst, and having a simple work-up/purification, without generating any waste products or using any metal promoters.

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