A Green and Efficient One-Pot Pseudo-Five-Component Reaction for Synthesis of Bis(pyrazol-5-ol) Derivatives via Tandem Cyclocondensation-Knoevenagel-Michael Reaction

被引：18
|
作者：
Yang, Cheng [1 ,2 ]
Liu, Peng-Ze [1 ,2 ]
Xu, Da-Zhen [1 ,2 ]
机构：
[1] Nankai Univ, Natl Engn Res Ctr Pesticide Tianjin, State Key Lab, Tianjin 300071, Peoples R China
[2] Nankai Univ, Inst Elementoorgan Chem, Tianjin 300071, Peoples R China
来源：
CHEMISTRYSELECT | 2017年 / 2卷 / 03期
基金：
中国国家自然科学基金;
关键词：
aqueous media; bis(pyrazol-5-ol)s; ionic liquid; multi-component tandem reactions; recyclability; C-TETHERED BISPYRAZOL-5-OLS; IONIC LIQUID; MULTICOMPONENT REACTIONS; ORGANIC-REACTIONS; HIGHLY EFFICIENT; AQUEOUS-MEDIA; 4,4'-(ARYLMETHYLENE)BIS(3-METHYL-1H-PYRAZOL-5-OL) DERIVATIVES; ACETOACETATE DERIVATIVES; RECYCLABLE CATALYST; PHENYL HYDRAZINE;
D O I：
10.1002/slct.201601801
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A simple, green and efficient approach for one-pot pseudo-five-component synthesis of the 4,4'-(arylmethylene) bis(1H-pyrazol-5-ol) derivatives from hydrazines, dialkyl acetylenedicarboxylats/beta-ketoesters and aromatic aldehydes catalyzed by Dabco-base ionic liquids in aqueous media has been successfully developed. All the reactions were performed under 3 mol% of ionic liquid catalyst, and afforded the corresponding bis(pyrazol-5-ol)s in excellent yields (81-98 %). This method also offers several other notable advantages, such as environmental friendliness, short reaction times, easy workup and reusability of the inexpensive catalyst.
引用
收藏
页码：1232 / 1236
页数：5
相关论文
共 50 条
  • [21] A facile four component one-pot synthesis of polyhydroquinoline derivatives catalyzed by ionic liquid via modified Hantzsch reaction
    Nirmal, Jay P.
    Dadhaniya, Pratish V.
    Patel, Manish P.
    Patel, Ranjan G.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2010, 49 (05): : 587 - 592
  • [22] A green one-pot synthesis of α-amino nitrile derivatives via Strecker reaction in deep eutectic solvents
    Abdolaziz Bahrani
    Zahed Karimi-Jaberi
    Monatshefte für Chemie - Chemical Monthly, 2019, 150 : 303 - 307
  • [23] EFFICIENT SYNTHESIS OF UREA DERIVATIVES VIA A SEQUENTIAL ONE-POT NUCLEOPHILIC ADDITION/UGI FIVE-COMPONENT REACTION UNDER SOLVENT-FREE CONDITIONS
    Azizian, Javad
    Yadollahzadeh, Khadijeh
    Tahermansouri, Hasan
    Khoei, Davood Chobfrosh
    Delbari, Akram Sadat
    SYNTHETIC COMMUNICATIONS, 2012, 42 (14) : 2110 - 2120
  • [24] A green one-pot synthesis of α-amino nitrile derivatives via Strecker reaction in deep eutectic solvents
    Bahrani, Abdolaziz
    Karimi-Jaberi, Zahed
    MONATSHEFTE FUR CHEMIE, 2019, 150 (02): : 303 - 307
  • [25] An Efficient, One-Pot Regioselective Synthesis of Highly Functionalized Chromen-5-ones and Pyrano[3,2-c]chromen-5-ones via a Tandem Knoevenagel-Michael-Cyclization Sequence
    Kamalraja, Jayabal
    Muralidharan, Doraiswamy
    Perumal, Paramasivan Thirumalai
    SYNLETT, 2012, (20) : 2894 - 2898
  • [26] SULFAMIC ACID CATALYZED FIVE COMPONENT REACTION FOR EFFICIENT AND ONE-POT SYNTHESIS OF DENSELY FUNCTIONALIZED TETRAHYDROPYRIDINE SCAFFOLD
    Sarkate, Aniket P.
    Sangshetti, Jaiprakash N.
    Dharbale, Nanasaheb B.
    Sarkate, Ajinkya P.
    Shinde, Devanand B.
    JOURNAL OF THE CHILEAN CHEMICAL SOCIETY, 2015, 60 (01): : 2832 - 2836
  • [27] An efficient and diastereoselective synthesis of hydrazino amides via a novel one-pot three-component reaction
    Ramezanpour, Sorour
    Balalaie, Saeed
    Rominger, Frank
    Bijanzadeh, Hamid Reza
    TETRAHEDRON, 2013, 69 (16) : 3480 - 3485
  • [28] An efficient one-pot multi component synthesis of polyhydroquinoline derivatives through Hantzsch reaction catalysed by Gadolinium triflate
    Mansoor, S. Sheik
    Aswin, K.
    Logaiya, K.
    Sudhan, S. P. N.
    ARABIAN JOURNAL OF CHEMISTRY, 2017, 10 : S546 - S553
  • [29] Chemoselective Synthesis of Novel Heterocyclic [3.3.3]Propellane Derivatives via a One-pot Three-component Reaction
    Wang, Jing
    Liu, Hongzhi
    Wen, Ren
    Li, Jie
    Zhu, Songlei
    CHINESE JOURNAL OF CHEMISTRY, 2017, 35 (09) : 1463 - 1468
  • [30] One-Pot Synthesis of Fused [1,6]Naphthyridine Derivatives via Three-Component Reaction
    Kumar, Adhiyaman Kottai Munusamy Magesh Selva
    Dhivya, Paul
    Rajendran, Subramanian Parameswaran
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2017, 64 (02) : 138 - 142
12345