DPTA-catalyzed one-pot regioselective synthesis of polysubstituted pyridines and 1,4-dihydropyridines

被引：58
|
作者：
Li, Jianjun [1 ]
He, Ping [1 ]
Yu, Chuanming [1 ]
机构：
[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Minist Educ, Key Lab Green Pharmaceut Technol & Related Equipm, Hangzhou 310014, Zhejiang, Peoples R China
来源：
TETRAHEDRON | 2012年 / 68卷 / 22期
关键词：
Diphenylammonium triflate; 1,4-Dihydropyridines; Polysubstituted pyridine; Aliphatic amines; Multicomponent coupling; SUBSTITUTED PYRIDINES; GREEN CHEMISTRY; TRIFLATE; 2,4,6-TRIARYLPYRIDINES; CYTOTOXICITY; CONDENSATION; COMPLEXES; FACILE; IODINE;
D O I：
10.1016/j.tet.2012.03.104
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
With diphenylammonium triflate (DPAT) as a catalyst, the highly substituted pyridines and dihydropyridines were prepared under solvent-free conditions from aldehydes, ketones, and amines via a one-pot multi-component reaction. The advantages of this protocol include excellent yields, environmentally benign source of nitrogen, mild reaction conditions, and simple manipulation. Different source of nitrogen like urea, thiourea, inorganic ammonium salts, and organic amines were studied. In addition, a novel way was developed for the conversion of primary aliphatic amines into alcohols. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4138 / 4144
页数：7
相关论文
共 50 条
  • [1] Laccase-catalyzed oxidation of Hantzsch 1,4-dihydropyridines to pyridines and a new one pot synthesis of pyridines
    Abdel-Mohsen, Heba T.
    Conrad, Juergen
    Beifuss, Uwe
    GREEN CHEMISTRY, 2012, 14 (10) : 2686 - 2690
  • [2] Silica-supported Perchloric Acid Catalyzed One-pot Synthesis of 1,4-Dihydropyridines
    Ramesh, Dasari
    Rajaram, Singanaboina
    Narasimhulu, Manchala
    Reddy, Thummalpally Srikanth
    Mahesh, Kondempudi Chinni
    Manasa, Gajji
    Venkateswarlu, Yenamandra
    CHINESE JOURNAL OF CHEMISTRY, 2011, 29 (11) : 2471 - 2475
  • [3] One-pot synthesis and aromatization of 1,4-dihydropyridines in refluxing water
    Xia, JJ
    Wang, GW
    SYNTHESIS-STUTTGART, 2005, (14): : 2379 - 2383
  • [4] One-pot synthesis of 4-aryl-1,4-dihydropyridines in water
    Shi, DQ
    Mou, J
    Zhuang, QY
    Wang, XS
    Tu, SJ
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2004, 24 (09) : 1042 - 1044
  • [5] 3-Nitrophenylboronic acid-catalyzed efficient one-pot synthesis of 1,4-dihydropyridines and polyhydroquinolines
    Adude, Ramkishan N.
    Tigote, Ramkishan M.
    Goswami, Santosh V.
    Bhusare, Sudhakar R.
    INTERNATIONAL JOURNAL OF INDUSTRIAL CHEMISTRY, 2012, 3 (01)
  • [6] A catalytic and green method for one-pot synthesis of new Hantzsch 1,4-dihydropyridines
    Ahmed Majeed Jassem
    Faeza Abdul Kareem Almashal
    Mohammed Qasim Mohammed
    Hadi Abdal Samad Jabir
    SN Applied Sciences, 2020, 2
  • [7] A catalytic and green method for one-pot synthesis of new Hantzsch 1,4-dihydropyridines
    Jassem, Ahmed Majeed
    Almashal, Faeza Abdul Kareem
    Mohammed, Mohammed Qasim
    Jabir, Hadi Abdal Samad
    SN APPLIED SCIENCES, 2020, 2 (03):
  • [8] One-pot, three-component synthesis of highly substituted pyridines and 1,4-dihydropyridines by using nanocrystalline magnesium oxide
    M. Lakshmi Kantam
    Koosam Mahendar
    Suresh Bhargava
    Journal of Chemical Sciences, 2010, 122 : 63 - 69
  • [9] One-pot, three-component synthesis of highly substituted pyridines and 1,4-dihydropyridines by using nanocrystalline magnesium oxide
    Kantam, M. Lakshmi
    Mahendar, Koosam
    Bhargava, Suresh
    JOURNAL OF CHEMICAL SCIENCES, 2010, 122 (01): : 63 - 69
  • [10] Efficient One-Pot Synthesis of 1,4-Dihydropyridines Catalyzed by Magnetic MnFe2O4 Nanoparticles
    Moradi, Somayeh
    Moradian, Mohsen
    Naeimi, Hossein
    ACTA CHIMICA SLOVENICA, 2022, 69 (02) : 349 - 358
12345