AgI-promoted one-pot synthesis of aminoindolizines via sequential Mannich-Grignard addition and intramolecular cyclization in water

被引：6
作者：
Guguloth, Veeranna [1 ]
Balaboina, Ramesh [1 ]
Paidakula, Suresh [1 ]
Thirukovela, Narasimha S. [2 ]
Vadde, Ravinder [1 ]
机构：
[1] Kakatiya Univ, Dept Chem, Warangal, Andhra Pradesh, India
[2] Chaitanya Deemed Univ, Dept Chem, Warangal, Andhra Pradesh, India
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2021年 / 58卷 / 03期
关键词：
AQUEOUS-MEDIA; LAMELLARIN-D; CATALYSIS; ALKYNES; ANTICONVULSANT; DERIVATIVES; ANALOGS; ROUTE;
D O I：
10.1002/jhet.4184
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The efficient synthesis of aminoindolizines in ecofriendly water with broad substrate scope from the mild and readily available AgI-catalyzed one-pot three-component reaction of pyridine-2-carboxaldehyde, secondary amines, and terminal alkynes proceeds through the sequential Mannich-Grignard addition as well as intramolecular cyclization was reported for the first time.
引用
收藏
页码：900 / 904
页数：5
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共 62 条
  • [1] Essential role of mitochondria in apoptosis of cancer cells induced by the marine alkaloid Lamellarin D
    Ballot, Caroline
    Kluza, Jerome
    Martoriati, Alain
    Nyman, Ulrika
    Formstecher, Pierre
    Joseph, Bertrand
    Bailly, Christian
    Marchetti, Philippe
    [J]. MOLECULAR CANCER THERAPEUTICS, 2009, 8 (12) : 3307 - 3317
  • [2] Pyridine Activation via Copper(I)-Catalyzed Annulation toward indolizines
    Barluenga, Jose
    Lonzi, Giacomo
    Riesgo, Lorena
    Lopez, Luis A.
    Tomas, Miguel
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (38) : 13200 - 13202
  • [3] Bhaskar S., 2016, RSC ADV, V6, P87066
  • [4] A novel microwave-mediated one-pot synthesis of indolizines via a three-component reaction
    Bora, U
    Saikia, A
    Boruah, RC
    [J]. ORGANIC LETTERS, 2003, 5 (04) : 435 - 438
  • [5] Non-imidazole heterocyclic histamine H3 receptor antagonists
    Chai, WY
    Breitenbucher, JG
    Kwok, A
    Li, XB
    Wong, V
    Carruthers, NI
    Lovenberg, TW
    Mazur, C
    Wilson, SJ
    Axe, FU
    Jones, TK
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (10) : 1767 - 1770
  • [6] Enantioselective synthesis of (-)-indolizidine 167B
    Chalard, P
    Remuson, R
    Gelas-Mialhe, Y
    Gramain, JC
    Canet, I
    [J]. TETRAHEDRON LETTERS, 1999, 40 (09) : 1661 - 1664
  • [7] Chandrasekar V., 2009, APPL ORGANOMET CHEM, V23, P460
  • [8] Changming P., 2013, CHINESE J CHEM, V31, P799
  • [9] Low temperature organocopper-mediated two-component cross coupling/cycloisomerization approach toward N-fused heterocycles
    Chernyak, Dmitri
    Gadamsetty, Surendra Babu
    Gevorgyan, Vladimir
    [J]. ORGANIC LETTERS, 2008, 10 (11) : 2307 - 2310
  • [10] Two-Component Approach Toward a Fully Substituted N-Fused Pyrrole Ring
    Chernyak, Dmitri
    Skontos, Cathy
    Gevorgyan, Vladimir
    [J]. ORGANIC LETTERS, 2010, 12 (14) : 3242 - 3245
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