An efficient synthesis of 6-benzyl-2-arylthieno[2,3-d]pyrimidin-4(3H)-ones catalyzed byHClinvolving aFriedel-Craftsalkylation reaction

被引：0
|
作者：
Pan, Wan-Chen [1 ]
Wang, Yi-Chun [1 ]
Li, Tuan-Jie [1 ]
Liu, Jian-Quan [1 ]
Wang, Xiang-Shan [1 ]
机构：
[1] Jiangsu Normal Univ, Jiangsu Key Lab Green Synth Funct Mat, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2020年 / 57卷 / 11期
关键词：
AQUEOUS-MEDIA; DERIVATIVES; ANTICANCER; APOPTOSIS; IODINE; HETEROCYCLES; ALKYLATION; COMPONENTS; INHIBITORS; DISCOVERY;
D O I：
10.1002/jhet.4107
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Aldehyde could undergo not only the subsequent condensation and cyclization with 2-aminothiophene-3-carboxamide to build a pyrimidine ring, but also a Friedel-Crafts alkylation reaction with thiophene moiety to give unexpected 6-benzyl-2-arylthieno[2,3-d]pyrimidin-4(3H)- ones in good yields catalyzed by concentrated HCl.
引用
收藏
页码：3970 / 3979
页数：10
相关论文
共 50 条
  • [1] A CONVENIENT SYNTHESIS OF 2-ARYLTHIENO [2,3-d] PYRIMIDIN-4(3H)-ONES
    Davoodnia, A.
    Bakavoli, M.
    Imannezhad, E.
    Tavakoli-Hoseini, N.
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2009, 19 (01) : 89 - 90
  • [2] Efficient synthesis of furo[2,3-d]pyrimidin-4(3H)-ones
    Hu, Yang-Gen
    Li, Gui-Hua
    Ding, Ming-Wu
    ARKIVOC, 2008, : 151 - 158
  • [3] THIENO[2,3-D]PYRIMIDIN-4(3H)ONES
    GAKHAR, HK
    GILL, JK
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1985, 24 (04): : 432 - 433
  • [4] SYNTHESIS OF 2-MERCAPTOTHIENO[2,3-D]PYRIMIDIN-4(3H)-ONES
    DEVANI, MB
    SHISHOO, CJ
    PATHAK, US
    SHARMA, BG
    GOKHALE, SV
    PADHYA, AC
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1977, 15 (06): : 575 - 577
  • [5] New route to 2-arylthieno[2,3-d]pyrimidin-4(3H)-ones and isolation of the unoxidized intermediates
    Davoodnia, Abolghasem
    Bakavoli, Mehdi
    Soleimany, Mehdi
    Tavakoli-Hoseini, Niloofar
    MONATSHEFTE FUR CHEMIE, 2009, 140 (03): : 355 - 358
  • [6] New route to 2-arylthieno[2,3-d]pyrimidin-4(3H)-ones and isolation of the unoxidized intermediates
    Abolghasem Davoodnia
    Mehdi Bakavoli
    Mehdi Soleimany
    Niloofar Tavakoli-Hoseini
    Monatshefte für Chemie - Chemical Monthly, 2009, 140 : 355 - 358
  • [7] Synthesis of 2-amino-thieno[2,3-d]pyrimidin-4(3H)-ones
    Hu, YG
    Lu, MY
    Song, HL
    Ding, MW
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2005, 25 (03) : 295 - 298
  • [8] Synthesis of some new 2-arylthieno[2,3-d]pyrimidin-4(3H)-one derivatives
    Davoodnia, Abolghasem
    Eshghi, Hossein
    Salavaty, Akrarn
    Tavakoli-Hoseini, Niloofar
    JOURNAL OF CHEMICAL RESEARCH, 2008, (01) : 1 - 2
  • [9] Selective Synthesis of Bis(thieno[2,3-d]pyrimidin-4(3H)-ones)
    Fang, Zhengdong
    Lu, Jianquan
    Wei, Yangchao
    Yuan, Shuya
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2012, 32 (01) : 197 - 200
  • [10] Synthesis of Bridged Bis(thieno[2,3-d]pyrimidin-4(3H)-ones)
    Fang, Zhengdong
    Lu, Jianquan
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2011, 31 (12) : 2102 - 2105
12345