[1]顾成浩,王涛,唐小丽,等.基于室温条件及无金属催化的多组分反应构建4-氨基-2-烷基-6-苯基-5-腈基嘧啶分子骨架[J].江西师范大学学报(自然科学版),2016,40(02):174-178.
 GU Chenghao,WANG Tao,TANG Xiaoli,et al.The Room-Temperature Metal-Free Muticomponent Synthesis of 4-Amino-2-Alkylsulfanyl-6-Aryl-5-Cyanopyrimidines[J].,2016,40(02):174-178.
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基于室温条件及无金属催化的多组分反应构建4-氨基-2-烷基-6-苯基-5-腈基嘧啶分子骨架()
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《江西师范大学学报》(自然科学版)[ISSN:1006-6977/CN:61-1281/TN]

卷:
40
期数:
2016年02期
页码:
174-178
栏目:
出版日期:
2016-03-25

文章信息/Info

Title:
The Room-Temperature Metal-Free Muticomponent Synthesis of 4-Amino-2-Alkylsulfanyl-6-Aryl-5-Cyanopyrimidines
作者:
顾成浩;王涛;唐小丽;徐亮;余义开;李柔
江西师范大学化学化工学院,江西 南昌 330022
Author(s):
GU ChenghaoWANG TaoTANG XiaoliXU LiangYU YikaiLI Rou
College of Chemistry and Chemical Engineering,Jiangxi Normal University,Nanchang Jiangxi 330022,China
关键词:
多组分反应 室温 无金属 嘧啶
Keywords:
multicomponent reactions room temperature metal-free pyrimidine
分类号:
O 626
文献标志码:
A
摘要:
以硫脲、苯甲醛、丙二腈和溴代脂肪烃为原料,在无金属催化及室温条件下,建立了可以较高产率制备4-氨基-2-烷基-6-苯基-5-腈基嘧啶等嘧啶环系列化合物的4组分合成新方法,所得的合成新方法具有良好的普适性以及进一步推广应用的潜力.
Abstract:
New four-component tandem reactions of malononitrile,halohydrocarbon,thiourea and aromatic aldehyde have been successfully developed only at room temperature and under metal-free conditions,in good to excellent yields of 4-amino-6-aryl-5-cyanopyrimidines.

参考文献/References:

[1] Bhojgude S S,Biju D A.Arynes in transition-metal-free multicomponent coupling reactions [J].Angewandte Chemie International Edition,2012,51(7):1520-1522.
[2] Alexander D,Wang Wei,Wang Kan.Chemistry and biology of multicomponet reactions [J].Chemical Reviews,2012,112(6):3083-3135.
[3] Junichiro Y,Atsushi D.C-H bood functionalization:emerging synthetic tools for natural products and pharmaceuticals [J].Angewandte Chemie International Edition,2012,51(36):8960-9009.
[4] Beingessner R L,Deng B-L,Fanwick P E,et al.A regioselective approach to trisubstituted 2(or 6)-arylaminopyrimidine-5-carbaldehydes and their application in the synthesis of structurally and electronically unique G∧C base precursors [J].J Org Chem,2008,73(3):931-939.
[5] Payton M,Geuns-Meyer S D.Discovery of a potent,selective,and orally bioavailable pyridinyl-pyrimidine phthalazine aurora kinase inhibitor [J].J Med Chem,2010,53(17):6368-6377.
[6] Mukhopadhyay C,Das P,Butcher R J.An expeditious and efficient synthesis of highly functionalized
[1,6]-naphthyridines under catalyst-free conditions in aqueous medium [J].Org Lett,2011,13(17):4664-4667.
[7] Danel K,Pedersen E B,Nielsen C.Synthesis and anti-HIV-1 activity of novel 2,3-dihydro-7H-thiazolo
[3,2-a]pyrimidin-7-ones [J].J Med Chem,1998,41(2):191-198.
[8] Horvath A,Vasvari-Debreczy L,Dessy F,et al.Nitrogen bridgehead compounds.Part 18.New antiallergic 4H-pyrido
[1,2-a] pyrimidin-4-ones.Part I [J].J Med Chem,1982,25(10):1140-1145.
[9] Bennett L R,Blankley C J,Fleming R W.Antihypertensive activity of 6-arylpyrido
[2,3-d]pyrimidin-7-amine derivatives [J].J Med Chem,1981,24(4):382-389.
[10] Blankley C J,Bennett L R,Fleming R W,et al.Antihypertensive activity of 6-arylpyrido
[2,3-d] pyrimidin-7-amine derivatives.2,7-Acyl amide analogs [J].J Med Chem,1983,25(3):403-411.
[11] Wang Zitao,Wang Yang,Zhang Wenxiong,et al.Efficient one-pot synthesis of 2,3-dihydropyrimidinthiones via multicomponent coupling of terminal alkynes,elemental sulfur,and carbodiimides [J].J Am Chem Soc,2009,131(42):15108-15109.
[12] Cevher A,Alan K B,Esra C,et al.An efficient one-pot multicomponent approach to 5-amino-7-aryl-8-nitrothiazolo
[3,2-a] pyridines [J].Tetrahedron,2011,67(49):9522-9528.
[13] Soleimani E,Ghorbani S,Ghasempour H R.Novel isocyanide-based three-component reaction:a facile synthesis of substituted 1H-chromeno
[2,3-d]pyrimidine-5-carboxamides [J].Tetrahedron,2013,69(39):8511-8515.
[14] Rong Liangce,Xia Sheng,Yin Shan,et al.An efficient multicomponent reaction for synthesis of 4-amino-6-aryl-2-alkylthiopyrimidine-5-carbonitrile derivatives [J].Researches on Chemical Intermediates,2013,39(8):3699-3707.
[15] Wang Tao,Liu Shu,Zheng Caihua,et al.New 3,7-dihydro-4H-pyrazolo
[3',4':2,3] pyrido
[4,5-d] pyrimidin-4-ones [J].J Chem Research,2008,11:619-621.

备注/Memo

备注/Memo:
基金项目:国家自然科学基金(21262018)资助项目.
更新日期/Last Update: 1900-01-01