Alkylation of dianions derived from 2-(1-iminoalkyl) phenols: Synthesis of functionalized 2-acyl phenols.

被引:26
|
作者
Cimarelli, C [1 ]
Palmieri, G [1 ]
机构
[1] Univ Camerino, Dipartimento Sci Chim, I-62032 Camerino, Italy
关键词
alkylation; imines; phenols; lithium and compounds;
D O I
10.1016/S0040-4020(98)00985-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A method has been developed for the almost exclusive C-alkylation of the 2-(1-iminoalkyl) phenols 1, important organic compounds with a range of employment, which allows the preparation of complex derivatives 4 with good yields starting from easily available materials. The operational simplicity of this method take advantages in providing a variety of alkylated 2-acyl phenols 5 by an easy hydrolysis of the 2-(1-iminoalkyl) phenols 4. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:15711 / 15720
页数:10
相关论文
共 50 条
  • [31] Synthesis and highly potent hypolipidemic activity of alpha-asarone- and fibrate-based 2-acyl and 2-alkyl phenols as HMG-CoA reductase inhibitors
    Mendieta, Aaron
    Jimenez, Fabiola
    Garduno-Siciliano, Leticia
    Mojica-Villegas, Angelica
    Rosales-Acosta, Blanca
    Villa-Tanaca, Lourdes
    Chamorro-Cevallos, German
    Medina-Franco, Jose L.
    Meurice, Nathalie
    Gutierrez, Rsuini U.
    Montiel, Luisa E.
    del Carmen Cruz, Maria
    Tamariz, Joaquin
    BIOORGANIC & MEDICINAL CHEMISTRY, 2014, 22 (21) : 5871 - 5882
  • [32] Organocatalytic asymmetric Michael/hemiketalization/acyl transfer reaction of 1,3-propanediones with (E)-2-(2-nitrovinyl)phenols
    Bania, Nimisha
    Pan, Subhas Chandra
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (07) : 1718 - 1721
  • [33] ACYLATION OF BETA-ENAMINO-KETONES DERIVED FROM 2-ACYL CYCLANONES
    JACQUIER, R
    MAURY, G
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE, 1967, (01): : 320 - &
  • [34] A NEW APPROACH TO 2-(1-ALKYL-CYCLOHEX-2-EN-1-YL) PHENOLS
    ESSAMKAOUI, M
    MAYRARGUE, J
    VIERFOND, JM
    REYNET, A
    MOSKOWITZ, H
    THAL, C
    SYNTHETIC COMMUNICATIONS, 1992, 22 (18) : 2723 - 2728
  • [35] o-aminomethyl derivatives of phenols.: Part 2.: Benzoxazines and dibenzylamines:: Properties, structure, synthesis and purification
    Bujnowski, Krzysztof
    Adamczyk, Agnieszka
    Synoradzki, Ludwik
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2007, 39 (05) : 417 - 446
  • [36] Iridium mediated methyl and phenyl C-H activation of 2-(arylazo)phenols. Synthesis, structure, and spectral and electrochemical properties of some organoiridium complexes
    Acharyya, R
    Basuli, F
    Peng, SM
    Lee, GH
    Wang, RZ
    Mak, TCW
    Bhattacharya, S
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (17) : 3908 - 3917
  • [37] Synthesis of polyfluorodibenz[b,f][1,4]oxazepines by the cyclization of 2-[(polyfluorobenzylidene)amino]phenols
    Allaway, CL
    Daly, M
    Nieuwenhuyzen, M
    Saunders, GC
    JOURNAL OF FLUORINE CHEMISTRY, 2002, 115 (01) : 91 - 99
  • [38] A method for distinguishing 1-acyl from 2-acyl lysophosphatidylcholines generated in biological systems
    Florin-Christensen, J
    Narvaez-Vasquez, J
    Florin-Christensen, M
    Ryan, CA
    ANALYTICAL BIOCHEMISTRY, 1999, 276 (01) : 13 - 17
  • [39] Synthesis of enantiopure 2-acyl azetidines and the application of amino alcohols derived therefrom in enantioselective catalysis
    Couty, F
    Prim, D
    TETRAHEDRON-ASYMMETRY, 2002, 13 (23) : 2619 - 2624
  • [40] SELECTIVITY IN REACTIONS BETWEEN METAL PHENOLATES AND TRICHLOROACETALDEHYDE - MILD SYNTHESIS OF 2-(2,2,2-TRICHLORO-1-HYDROXYETHYL)-PHENOLS
    CASIRAGHI, G
    CASNATI, G
    SARTORI, G
    CATELLANI, M
    SYNTHESIS-STUTTGART, 1979, (10): : 824 - 825