One-pot, simple, and facile synthesis of 4-(3-benzylbenzo[d]thiazol-2(3H)-ylidene)-cyclohexa-2,5-dien-1-one derivatives via a novel three-component reaction

被引:1
作者
Nassiri, Mahmoud [1 ]
机构
[1] Chabahar Maritime Univ, Fac Marine Sci, Dept Marine Chem, POB 99717-56499, Chabahar 9971756499, Iran
关键词
2; 6-dimethylphenol; 6-di-tert-butyl phenol; 2-chlorobenzothiazole; benzyl bromides; catalyst-free and short time reactions; 2-SUBSTITUTED BENZOTHIAZOLES; PHENOL; ISOQUINOLINE; OXIDATION; AGENTS; ACID;
D O I
10.1177/17475198231185553
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this study, a series of 4-(3-benzylbenzo[d]thiazol-2(3H)-ylidene)-cyclohexa-2,5-dien-1-one derivatives are efficiently synthesized in excellent yields by reactions of 2-chlorobenzothiazole, benzyl bromides, and phenols in acetonitrile under reflux and catalyst-free conditions in the presence of triethylamine for 2 h. The structures of the products are characterized by NMR, IR, EI-MS, and elemental analyses.
引用
收藏
页数:5
相关论文
共 27 条
  • [1] Synthesis of pyrimido[2,1-b][1,3]benzothiazoles and [1,3]benzothiazolo [3,2-a]quinazolines via one-pot three-component reactions from 2-aminobenzothiazole, arylglyoxals and 1,3-dicarbonyl compounds
    Alizadeh-Bami, Farzaneh
    Mehrabi, Hossein
    Ranjbar-Karimi, Reza
    [J]. ARKIVOC, 2019, : 228 - 238
  • [2] 2-substituted benzothiazoles as antiproliferative agents: Novel insights on structure-activity relationships
    Ammazzalorso, Alessandra
    Carradori, Simone
    Amoroso, Rosa
    Fernandez Fernandez, Inmaculada
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2020, 207
  • [3] Spiro cyclohexadienones from the reaction of phenolic enaminone derivatives with hypervalent iodine reagents
    Asmanidou, A
    Papoutsis, I
    Spyroudis, S
    Varvoglis, A
    [J]. MOLECULES, 2000, 5 (06) : 874 - 879
  • [4] Breitmaier E, 1986, CARBON 13 NMR SPECTR
  • [5] A multi-responsive coumarin-benzothiazole fluorescent probe for selective detection of biological thiols and hydrazine
    Chen, Kangni
    Li, Yanbo
    Shang, Jinyan
    Li, Heping
    [J]. JOURNAL OF ANALYTICAL SCIENCE AND TECHNOLOGY, 2021, 12 (01)
  • [6] Synthesis of Biologically Active Molecules through Multicomponent Reactions
    Insuasty, Daniel
    Castillo, Juan
    Becerra, Diana
    Rojas, Hugo
    Abonia, Rodrigo
    [J]. MOLECULES, 2020, 25 (03):
  • [7] Self-assembling novel phthalocyanines containing a rigid benzothiazole skeleton with a 1,4-benzene linker: Synthesis, spectroscopic and spectral properties, and photochemical/photophysical affinity
    Kamiloglu, Ayse Aktas
    Durmus, Mahmut
    Degirmencioglu, Ismail
    [J]. POLYHEDRON, 2012, 48 (01) : 80 - 91
  • [8] A comprehensive review in current developments of benzothiazole-based molecules in medicinal chemistry
    Keri, Rangappa S.
    Patil, Mahadeo R.
    Patil, Siddappa A.
    Budagumpi, Srinivasa
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 89 : 207 - 251
  • [9] A novel multi-component reaction of indole, formaldehyde, and tertiary aromatic amines
    Kumar, Atul
    Sharma, Siddharth
    Maurya, Ram Awatar
    [J]. TETRAHEDRON LETTERS, 2009, 50 (43) : 5937 - 5940
  • [10] Azoalkyl ether imidazo[2,1-b]benzothiazoles as potentially antimicrobial agents with novel structural skeleton
    Maddili, Swetha Kameswari
    Li, Zhen-Zhen
    Kannekanti, Vijaya Kumar
    Bheemanaboina, Rammohan R. Yadav
    Tuniki, Balaraju
    Tangadanchu, Vijai Kumar Reddy
    Zhou, Cheng-He
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2018, 28 (14) : 2426 - 2431