Experimental and Theoretical Investigation of One-pot Synthesis of 2-Amino-4H-chromenes Catalyzed by Basic-functionalized Ionic Liquids

被引：17

作者：

Wang Yuanyuan ^{[1
]}

Wu Yuetong ^{[1
]}

Wang Yu ^{[1
]}

Dai Liyi ^{[1
]}

机构：

[1] E China Normal Univ, Dept Chem, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2012年 / 30卷 / 08期

关键词：

basic-functionalized ionic liquid; 2-amino-4H-chromene; one-pot synthesis; density functional theory; 3-COMPONENT SYNTHESIS; GREEN SYNTHESIS; CO2; CAPTURE; DERIVATIVES; ALDEHYDES; EFFICIENT;

D O I：

10.1002/cjoc.201200181

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient and environmentally benign procedure for the reactions of three components condensation of salicylaldehyde and two different CH acids to give 2-amino-4H-chromenes catalyzed by a series of basic-functionalized ionic liquids was reported. The most possible reaction pathway was proposed for the first time by performing density functional theory (DFT) calculations. Both cation and anion of [Bmim]OH have a cooperative effect on the reaction. [Bmim]+ increases the electrophilicity of salicylaldehyde via intermolecular hydrogen bonds, while OH- deprives proton of two CH acids to strengthen their nucleophilic ability.

引用

页码：1709 / 1714

页数：6

共 50 条

[1] Mg(ClO4)2-catalyzed one-pot synthesis of 2-amino-4H-chromenes and dihydropyrano[c]chromenes
Emtiazi, H.
Amrollahi, M. A.
[J]. BULGARIAN CHEMICAL COMMUNICATIONS, 2017, 49 (02): : 478 - 482
[2] Mesolite: An Efficient Heterogeneous Catalyst for One-Pot Synthesis of 2-Amino-4H-chromenes
Pawar, Ganesh T.
Magar, Rameshwar R.
Lande, Machhindra K.
[J]. POLYCYCLIC AROMATIC COMPOUNDS, 2018, 38 (01) : 75 - 84
[3] Biocompatible Ionic Liquid Promote One-Pot Synthesis of 2-Amino-4H-Chromenes Under Ambient Conditions
Anlian Zhu
Qixing Li
Wanlu Feng
Dongshuang Fan
Lingjun Li
[J]. Catalysis Letters, 2021, 151 : 720 - 733
[4] Biocompatible Ionic Liquid Promote One-Pot Synthesis of 2-Amino-4H-Chromenes Under Ambient Conditions
Zhu, Anlian
Li, Qixing
Feng, Wanlu
Fan, Dongshuang
Li, Lingjun
[J]. CATALYSIS LETTERS, 2021, 151 (03) : 720 - 733
[5] One-pot synthesis of 2-amino-4H-chromenes catalyzed by Fe(ClO4)3/SiO2
Behbahani, F. K.
Naderi, M.
[J]. RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2016, 86 (12) : 2804 - 2806
[6] One-pot synthesis of 2-amino-4H-chromenes catalyzed by Fe(ClO4)3/SiO2
F. K. Behbahani
M. Naderi
[J]. Russian Journal of General Chemistry, 2016, 86 : 2804 - 2806
[7] One-Pot Enantioselective Synthesis of Functionalized Pyranocoumarins and 2-Amino-4H-chromenes: Discovery of a Type of Potent Antibacterial Agent
Zhang, Gen
Zhang, Yaohu
Yan, Jiexi
Chen, Ru
Wang, Shoulei
Ma, Yunxia
Wang, Rui
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (02): : 878 - 888
[8] A novel and efficient catalyst to one-pot synthesis of 2-amino-4H-chromenes by methanesulfonic acid
Heravi, Majid M.
Baghernejad, Bita
Oskooie, Hossein A.
[J]. JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2008, 55 (03) : 659 - 662
[9] Catalyst-free, one-pot expeditious synthesis of polyhydroquinolines and 2-amino-4H-chromenes
Prerna Ganwir
Priyanka Bandivadekar
Pawan Kudale
Ganesh U. Chaturbhuj
[J]. Research on Chemical Intermediates, 2022, 48 : 3429 - 3447
[10] Catalyst-free, one-pot expeditious synthesis of polyhydroquinolines and 2-amino-4H-chromenes
Ganwir, Prerna
Bandivadekar, Priyanka
Kudale, Pawan
Chaturbhuj, Ganesh U.
[J]. RESEARCH ON CHEMICAL INTERMEDIATES, 2022, 48 (08) : 3429 - 3447

← 1 2 3 4 5 →