DIPEA-Assisted Efficient One-Pot Three-Component Synthesis of Novel β-Carboline Tethered Pyran Derivatives

被引：1
作者：
Banyal, Naveen [1 ,2 ]
Malakar, Chandi C. [3 ]
Kumar, Rakesh [1 ]
Singh, Virender [2 ]
机构：
[1] Dr BR Ambedkar Natl Inst Technol, Dept Chem, Jalandhar 144027, Punjab, India
[2] Cent Univ Punjab, Dept Chem, Bathinda 151004, Punjab, India
[3] Natl Inst Technol, Dept Chem, Imphal 795004, India
来源：
CHEMISTRYSELECT | 2024年 / 9卷 / 03期
关键词：
beta-Carboline; Kumujian C; Metal-free; Multicomponenty; Pyran Synthesis; METAL-FREE APPROACH; BIOLOGICAL EVALUATION; FACILE SYNTHESIS; IN-VITRO; ANALOGS; INHIBITOR; DISCOVERY; ALKALOIDS; BROVINCAMINE; DIVERSITY;
D O I：
10.1002/slct.202304751
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A potential DIPEA-assisted approach has been unfolded for the synthesis of novel beta-carboline tethered-4H-pyran derivatives via one-pot condensation of 1-formyl-9H-beta-carbolines, beta-keto esters and malononitrile in ethanol at ambient temperature. A library of 28 new beta-carboline tethered 4H-pyran derivatives has been developed. The significant features of the present strategy include high efficiency, excellent yield, inexpensive catalyst, mild reaction conditions, multicomponent character of reaction and simple purification procedure.
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页数：10
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共 99 条
  • [1] Engineered biosynthesis of plant polyketides: Chain length control in an octaketide-producing plant type III polyketide synthase
    Abe, I
    Oguro, S
    Utsumi, Y
    Sano, Y
    Noguchi, H
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (36) : 12709 - 12716
  • [2] Convenient synthesis of 1-aryl-9H-β-carboline-3-carbaldehydes and their transformation into dihydropyrimidinone derivatives by Biginelli reaction
    Abranyi-Balogh, Peter
    Dancso, Andras
    Frigyes, David
    Volk, Balazs
    Keglevich, Gyorgy
    Milen, Matyas
    [J]. TETRAHEDRON, 2014, 70 (35) : 5711 - 5719
  • [3] Ashok P, 2013, MINI-REV MED CHEM, V13, P1778
  • [4] Abecarnil, a new beta-carboline, in the treatment of anxiety disorders
    Aufdembrinke, B
    [J]. BRITISH JOURNAL OF PSYCHIATRY, 1998, 173 : 55 - 63
  • [5] Chiral Biscarboline N,N'-Dioxide Derivatives: Highly Enantioselective Addition of Allyltrichlorosilane to Aldehydes
    Bai, Bing
    Shen, Lan
    Ren, Jie
    Zhu, Hua Jie
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (2-3) : 354 - 358
  • [6] Synthesis of 2-amino-4-(2-ethoxybenzo[d][1,3]dioxol-5-yl)-4H-pyran-3-Carbonitrile Derivatives and Their Biological Evaluation
    Baitha, Amresh
    Gopinathan, Ajay
    Krishnan, Kartik
    Dabholkar, Vijay V.
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (05) : 1189 - 1192
  • [7] Recent evolution on synthesis strategies and anti-leishmanial activity of β-carboline derivatives - An update
    Banoth, Karan Kumar
    Faheem
    ChandraSekhar, Kondapalli Venkata Gowri
    Adinarayana, Nandikolla
    Murugesan, Sankaranarayanan
    [J]. HELIYON, 2020, 6 (09)
  • [8] Synthesis and evaluation of β-carboline derivatives as inhibitors of human immunodeficiency virus
    Brahmbhatt, Keyur G.
    Ahmed, Nafees
    Sabde, Sudeep
    Mitra, Debashis
    Singh, Inder Pal
    Bhutani, Kamlesh K.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2010, 20 (15) : 4416 - 4419
  • [9] β-Carboline alkaloids:: Biochemical and pharmacological functions
    Cao, Rihui
    Peng, Wenlie
    Wang, Zihou
    Xu, Anlong
    [J]. CURRENT MEDICINAL CHEMISTRY, 2007, 14 (04) : 479 - 500
  • [10] Novel IKK inhibitors:: β-carbolines
    Castro, AC
    Dang, LC
    Soucy, F
    Grenier, L
    Mazdiyasni, H
    Hottelet, M
    Parent, L
    Pien, C
    Palombella, V
    Adams, J
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (14) : 2419 - 2422
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