Cu(OTf)2 Catalyzed Rapid Nucleophilic Substitution of Propargyl Alcohols

被引：0
作者：
Zhang, Shunji [1 ]
Huili, Jin [1 ]
Liu, Huili [1 ]
机构：
[1] Huaibei Normal Univ, Coll Chem & Mat Sci, Huaibei 235000, Anhui, Peoples R China
来源：
CHINESE JOURNAL OF ORGANIC CHEMISTRY | 2024年 / 44卷 / 11期
关键词：
Cu(OTf) 2; catalysis; propargyl alcohol; velocity; nucleophilic substitution; FRIEDEL-CRAFTS ALKYLATION; INDOLES; ACID; EFFICIENT; HETEROCYCLES; ACTIVATION;
D O I：
10.6023/cjoc202403050
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The propargylation of various nucleophiles including indoles, phenol, anisole, enoxysilanes, and alcohols was rapidly achieved using catalytic copper(II) triflate. The reaction conditions are mild, allowing for quick reactions in an undried solvent and under atmospheric air. The desired products are obtained with good yields.
引用
收藏
页码：3531 / 3540
页数：10
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共 44 条
  • [1] New versatile Pd-catalyzed alkylation of indoles via nucleophilic allylic subsitution: Controlling the regioselectivity
    Bandini, M
    Melloni, A
    Umani-Ronchi, A
    [J]. ORGANIC LETTERS, 2004, 6 (18) : 3199 - 3202
  • [2] HBF4-Catalysed Nucleophilic Substitutions of Propargylic Alcohols
    Barreiro, Elena
    Sanz-Vidal, Alvaro
    Tan, Eric
    Lau, Shing-Hing
    Sheppard, Tom D.
    Diez-Gonzalez, Silvia
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2015, 2015 (34) : 7544 - 7549
  • [3] Activation of mononuclear arene ruthenium complexes for catalytic propargylation directly with propargyl alcohols
    Bustelo, Emilio
    Dixneuf, Pierre H.
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (06) : 933 - 942
  • [4] Beyond Acid Strength in Zeolites: Soft Framework Counteranions for Stabilization of Carbocations on Zeolites and Its Implication in Organic Synthesis
    Cabrero-Antonino, Jose R.
    Leyva-Perez, Antonio
    Corma, Avelino
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (19) : 5658 - 5661
  • [5] Benzylic substitution of gramines with boronic acids and rhodium or iridium catalysts
    de la Herran, Gabriela
    Segura, Amaya
    Csaky, Aurelio G.
    [J]. ORGANIC LETTERS, 2007, 9 (06) : 961 - 964
  • [6] Direct Nucleophilic SN1-Type Reactions of Alcohols
    Emer, Enrico
    Sinisi, Riccardo
    Capdevila, Montse Guiteras
    Petruzziello, Diego
    De Vincentiis, Francesco
    Cozzi, Pier Giorgio
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (04) : 647 - 666
  • [7] Gold(III)-catalyzed nucleophilic substitution of propargylic alcohols
    Georgy, M
    Boucard, V
    Campagne, JM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (41) : 14180 - 14181
  • [8] Carboxylative cyclization of propargyl alcohols with carbon dioxide for the synthesis of α-alkylidene cyclic carbonates in presence of Co(III) schiff base complex catalyst
    Goswami, Juli Nanda
    Haque, Najirul
    Seikh, Asiful H.
    Bhattacharya, Biswajit
    Emmerling, Franziska
    Bar, Nimai
    Ifseisi, Ahmad A.
    Biswas, Surajit
    Dolai, Malay
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2024, 1296
  • [9] Amberlite IR-120H as an efficient and versatile solid phase catalyst for nucleophilic substitution of propargylic alcohols
    Gujarathi, Satheesh
    Hendrickson, Howard P.
    Zheng, Guangrong
    [J]. TETRAHEDRON LETTERS, 2013, 54 (27) : 3550 - 3553
  • [10] An FeCl3-catalyzed highly C3-selective Friedel-Crafts alkylation of indoles with alcohols
    Jana, Umasish
    Maiti, Sukhendu
    Biswas, Srijit
    [J]. TETRAHEDRON LETTERS, 2007, 48 (40) : 7160 - 7163
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