Synthesis of Spiro1,4-Dihydropyridines: A Review

被引：4
作者：
Sadri, Zahra [1 ]
Behbahani, Farahnaz K. [1 ]
机构：
[1] Islamic Azad Univ, Dept Chem, Karaj Branch, Karaj, Iran
来源：
CURRENT ORGANIC SYNTHESIS | 2020年 / 17卷 / 05期
关键词：
Spiro1,4-dihydropyridines; heterocyclic; synthesis; multi-component; one-pot; bronested acids; DEEP EUTECTIC SOLVENT; ONE-POT; EFFICIENT SYNTHESIS; MULTICOMPONENT SYNTHESIS; COMBINATORIAL SYNTHESIS; SPIRO-DIHYDROPYRIDINES; 3-COMPONENT SYNTHESIS; CATALYST; ACID; DERIVATIVES;
D O I：
10.2174/1570179417666200415150027
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The preparation of medicinally promising spiro1,4-dihydropyridines accompanied by their applications in biological and pharmaceutical activities is presented. Spiro1,4-dihydropyridines were synthesized using numerous reported methods including bronested acids such as p-TSA, AcOH, nano-ranged calix[4]arene tetracarboxylic acid, sulfamic acid, PEG-OSO3H, tetramethylguanidinium triflate; lewis acids including Zn(OTf)(2), FeCl3, copper, alum, aluminosilicate nanoparticles, MnFe2O4 nanoparticles, manganese ferrite nanoparticles, BF3OEt2; under alkaline conditions such as Et3N and piperidine; ionic liquids such as [KAl(SO4)(2)center dot 12H(2)O] and [Bmim]PF6, [MIM(CH2)(4)SO3H][HSO4]; and other miscellaneous procedures, for example, microwave-assisted catalyst and solvent-free conditions, using iodine, PEG-400, and NaCl.
引用
收藏
页码：324 / 343
页数：20
相关论文
共 57 条
  • [41] Reaction of isatins with 6-amino uracils and isoxazoles: isatin ring-opening vs. annulations and regioselective synthesis of isoxazole fused quinoline scaffolds in water
    Poomathi, Nataraj
    Mayakrishnan, Sivakalai
    Muralidharan, Doraiswamy
    Srinivasan, Rajagopal
    Perumal, Paramasivan T.
    [J]. GREEN CHEMISTRY, 2015, 17 (06) : 3362 - 3372
  • [42] Tetramethylguanidinium triflate: An efficient catalyst solvent for the convergent synthesis of fused spiro[1,4-dihydropyridine-oxindole] compounds
    Rad-Moghadam, Kurosh
    Youseftabar-Miri, Leila
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 2012, 135 : 213 - 219
  • [43] A one-pot, three-component synthesis of spiro[indoline-isoxazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine]triones in water
    Rahmati, Abbas
    Khalesi, Zahra
    [J]. TETRAHEDRON, 2012, 68 (40) : 8472 - 8479
  • [44] One-Pot Three-Component Synthesis of Pyrano [3,2-b]pyrazolo[4,3-e]pyridin-8(1H)-ones
    Safaei, Shirin
    Mohammadpoor-Baltork, Iraj
    Khosropour, Ahmad Reza
    Moghadam, Majid
    Tangestaninejad, Shahram
    Mirkhani, Valiollah
    Khavasi, Hamid Reza
    [J]. ACS COMBINATORIAL SCIENCE, 2013, 15 (03) : 141 - 146
  • [45] L-Proline catalyzed synthesis of densely functionalized pyrido[2,3-d]pyrimidines via three-component one-pot domino Knoevenagel aza-Diels-Alder reaction
    Samai, Subhasis
    Nandi, Ganesh Chandra
    Chowdhury, Sushobhan
    Singh, Maya Shankar
    [J]. TETRAHEDRON, 2011, 67 (33) : 5935 - 5941
  • [46] Nano-ranged calix[4]arene tetracarboxylic acid catalyzed expeditious protocol for spiro[dihydropyridine-oxindoles] synthesis
    Sarkar, Piyali
    Mukhopadhyay, Chhanda
    [J]. TETRAHEDRON LETTERS, 2016, 57 (38) : 4306 - 4310
  • [47] Discovery of the first non-peptide full agonists for the human bradykinin B2 receptor incorporating 4-(2-picolyloxy)quinoline and 1-(2-picolyl)benzimidazole frameworks
    Sawada, Y
    Kayakiri, H
    Abe, Y
    Mizutani, T
    Inamura, N
    Asano, M
    Hatori, C
    Aramori, I
    Oku, T
    Tanaka, H
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (11) : 2853 - 2863
  • [48] Syntheses, calcium channel agonist-antagonist modulation activities, and nitric oxide release studies of nitrooxyalkyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(2,1,3-benzoxadiazol-4-yl)pyridine-5-carboxylate racemates, enantiomers, and diastereomers
    Shan, RD
    Velazquez, C
    Knaus, EE
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2004, 47 (01) : 254 - 261
  • [49] Synthesis and synergistic, additive inhibitory effects of novel spiro derivatives against ringworm infections
    Sharma, Gajanand
    Sharma, Richa
    Sharma, Meenakshi
    Dandia, Anshu
    Bansal, Preeti
    [J]. RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2013, 39 (03) : 318 - 328
  • [50] A Novel Method for the Synthesis of Spiro[indoline-Pyrazolo[4′,3′:5,6]pyrido[2,3-d]pyrimidine]triones by Alum as a Reusable Catalyst
    Shirvan, Sadif A.
    Ghahremanzadeh, Ramin
    Moghaddam, Mojtaba Mirhosseini
    Bazgir, Ayoob
    Zarnani, Amir Hassan
    Akhondi, Mohammad Mehdi
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (04) : 951 - 954
123456