HIGHLY CHEMOSELECTIVE ACYLATION OF SUBSTITUTED AMINOPHENOLS WITH 3-(TRIMETHYLACETYL)-1,3-THIAZOLIDINE-2-THIONE

被引：10
|
作者：
DAI, WM
CHEUNG, YK
TANG, KW
CHOI, PY
CHUNG, SL
机构：
[1] Department of Chemistry, The Hong Kong University of Science and Technology Clear Water Bay, Kowloon
来源：
TETRAHEDRON | 1995年 / 51卷 / 45期
关键词：
D O I：
10.1016/0040-4020(95)00783-5
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A general procedure for chemoselective acylation of substituted aminophenols has been developed. The N-acylated products 7 and 10a-h were prepared by treating me aminophenols with 3-(trimethylacetyl)-1,3-thiazolidine-2-thione (1) in refluxing THF in 70-100% yield. The eaters 8 and 13d,bj of 3- and 4-amino phenols could be obtained in 70-94% yield by treating with NaH and 1.
引用
收藏
页码：12263 / 12276
页数：14
相关论文
共 50 条
  • [31] Design and Self-assembly of a Novel Tetranuclear Zinc(Ⅱ) Complex via Reaction of 1,3-Thiazolidine-2-thione(tzdtH) with Zn(NO 3) 2
    WEI Xian-yin 1
    2. Department of Chemistry
    ChemicalResearchinChineseUniversities, 2006, (05) : 665 - 668
  • [32] Complexes of heterocyclic thiones and Group 12 metals Part 5.: Reactions of 1,3-thiazolidine-2-thione and benzo-1,3-thiazoline-2-thione with mercury(II) halides in a 2:1 ratio.: Crystal structures of bis(1,3-thiazolidine-2-thione) mercury(II) bromide and bis(benzo-1,3-thiazolinato)mercury(II)
    Bell, NA
    Coles, SJ
    Constable, CP
    Hibbs, DE
    Hursthouse, MB
    Mansor, R
    Raper, ES
    Sammon, C
    INORGANICA CHIMICA ACTA, 2001, 323 (1-2) : 69 - 77
  • [33] A new amorphous trinuclear complex of Pt(II) with 1,3-thiazolidine-2-thione: [Pt-3(ttz)(8)]Cl-6
    Atzei, D
    DeFilippo, D
    Rossi, A
    Caminiti, R
    Sadun, C
    INORGANICA CHIMICA ACTA, 1996, 248 (02) : 203 - 208
  • [34] A facile synthesis of beta-lactams by the cyclization of beta-amino acids exploiting 3,3'-(phenylphosphoryl)-bis(1,3-thiazolidine-2-thione)
    Nagao, Y
    Kumagai, T
    Tamai, S
    Matsunaga, H
    Abe, T
    Inoue, Y
    HETEROCYCLES, 1996, 42 (02) : 849 - 859
  • [35] A NEW CHIRAL RECOGNITION IN AMINOLYSIS OF 3-ACYL-4(R)-METHOXYCARBONYL-1,3-THIAZOLIDINE-2-THIONE WITH RACEMIC AMINES
    NAGAO, Y
    YAGI, M
    IKEDE, T
    FUJITA, E
    TETRAHEDRON LETTERS, 1982, 23 (02) : 201 - 204
  • [36] Design and self-assembly of a novel tetranuclear zinc(II) complex via reaction of 1,3-thiazolidine-2-thione (tzdtH) with Zn(NO3)2
    Wei Xian-yin
    Huang Ru-dan
    Yu Li-qiong
    Zhu Qin-lei
    Zhang Zhong-qiang
    Liu Li-ping
    CHEMICAL RESEARCH IN CHINESE UNIVERSITIES, 2006, 22 (05) : 665 - 668
  • [37] Synthesis and Acylation of 1,3-Thiazinane-2-thione
    Kennington, Stuart C. D.
    Galeote, Oriol
    Mellado-Hidalgo, Miguel
    Romea, Pedro
    Urpi, Felix
    ORGANIC SYNTHESES, 2021, 98
  • [38] Synthesis and cytotoxic activity of gold(I) complexes containing phosphines and 3-benzyl-1,3-thiazolidine-2-thione or 5-phenyl-1,3,4-oxadiazole-2-thione as ligands
    Chaves, Joana Darc S.
    Neumann, Fernanda
    Francisco, Thiago Martins
    Correa, Charlane Cimini
    Paz Lopes, Miriam Teresa
    Silva, Heveline
    Fontes, Ana Paula S.
    de Almeida, Mauro V.
    INORGANICA CHIMICA ACTA, 2014, 414 : 85 - 90
  • [39] [Cyclo{tetrakis-μ3(η2-S,η1-N)-(1,3-thiazolidine-2-thionato)-bis-(η1-S)-(1,3-thiazolidine-2-thione)tetracopper(I)}]:: electrochemical synthesis, characterisation and crystal structure at 160 K
    Raper, ES
    Creighton, JR
    Clegg, W
    Cucurull-Sanchez, L
    Hill, MNS
    Akrivos, PD
    INORGANICA CHIMICA ACTA, 1998, 271 (1-2) : 57 - 64
  • [40] Crystal structure of [3-(4,5-dihydro-1,3-thiazolin-2yl-kappa N)-1,3-thiazolidine-2-thione-kappa S-2](1,3-thiazolidine-2-thione-kappa S-2)copper(I) nitrate
    Saithong, Saowanit
    Klongkleaw, Pirawan
    Pakawatchai, Chaveng
    Mokakul, Jedsada
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2014, 70 : 91 - +
12345