Efficient, Solvent-Free, Multicomponent Method for Organic-Base-Catalyzed Synthesis of β-Phosphonomalonates

被引:25
作者
Kalla, Reddi Mohan Naidu [1 ]
Park, Huiju [1 ]
Lee, Hye Ri [1 ]
Suh, Hongsuk [2 ,3 ]
Kim, Il [1 ]
机构
[1] Pusan Natl Univ, Dept Polymer Sci & Engn, PLUS Ctr Adv Chem Technol BK21, Busan 609735, South Korea
[2] Pusan Natl Univ, Dept Chem, Busan 609735, South Korea
[3] Pusan Natl Univ, Chem Inst Funct Mat, Busan 609735, South Korea
基金
新加坡国家研究基金会;
关键词
beta-phosphonomalonate; multicomponent reaction; organocatalyst; solvent-free; ONE-POT SYNTHESIS; RECYCLABLE HETEROGENEOUS CATALYST; PHOSPHA-MICHAEL ADDITION; SOLID ACID CATALYST; HIGHLY EFFICIENT; SULFONIC-ACID; HYDROXYPHOSPHONATES; GAMMA-FE2O3; DESIGN;
D O I
10.1021/acscombsci.5b00109
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An efficient, one-pot, di-n-butylamine-catalyzed, three-component synthesis of beta-phosphonomalonates has been developed. A wide range of substrates, including aromatic and fused aromatic aldehydes, were condensed with enolizable C-H activated compounds and dialkylphosphites to give the desired products in excellent yields. This method provides an eco-friendly alternative approach to rapid construction of a diversity-oriented library of beta-phosphonomalonates.
引用
收藏
页码:691 / 697
页数:7
相关论文
共 50 条
[21]   Efficient synthesis of clascoterone via lipase-catalyzed solvent-free alcoholysis [J].
Li, Qian ;
Li, Mingpeng ;
Wang, Ling ;
Yu, Xiaojuan ;
Zhou, Yuling ;
Gao, Chenghua ;
Li, Aitao .
BIODESIGN RESEARCH, 2025, 7 (02)
[22]   An efficient solvent-free synthesis of benzoxanthenes catalyzed by BSA or o-TSA [J].
Luo, G. ;
Liu, D. ;
Liu, C. .
PREPARATIVE BIOCHEMISTRY & BIOTECHNOLOGY, 2008, 38 (03) :265-270
[23]   Aluminized polyborate-catalysed green and efficient synthesis of polyhydroquinolines under solvent-free conditions [J].
Aute, Dilip ;
Kshirsagar, Akshay ;
Uphade, Bhagwat ;
Gadhave, Anil .
RESEARCH ON CHEMICAL INTERMEDIATES, 2020, 46 (07) :3491-3508
[24]   An efficient synthesis of 1-amidoalkyl-2-naphthols catalyzed by zinc oxide nanoparticles under solvent-free conditions [J].
Singh, Rajesh K. ;
Bala, Renu ;
Kumar, Sahil .
INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2016, 55 (03) :381-386
[25]   Alternative solvent-free methodologies in the synthesis of pharmaceutical drugs [J].
Shearouse, William C. ;
Waddell, Daniel C. ;
Mack, James .
CURRENT OPINION IN DRUG DISCOVERY & DEVELOPMENT, 2009, 12 (06) :772-783
[26]   Efficient, Solvent-Free Aminolysis of Monoesters Catalyzed by Sodium [J].
Shen, Tao ;
Ouyang, Bo ;
Zhou, Shaodong ;
Qian, Chao ;
Chen, Xinzhi .
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2019, 39 (03) :873-877
[27]   Three-component, solvent-free synthesis of Betti base catalyzed by sulfated polyborate [J].
Manisha S. Patil ;
Chetan K. Khatri ;
Ganesh U. Chaturbhuj .
Monatshefte für Chemie - Chemical Monthly, 2018, 149 :1453-1457
[28]   Multicomponent synthesis of bioactive 1-amidoalkyl-2-naphtols under solvent-free conditions [J].
Hajjami, M. ;
Ghorbani-Choghamarani, A. ;
Gholamian, F. .
BULGARIAN CHEMICAL COMMUNICATIONS, 2015, 47 (01) :119-124
[29]   A Base and Solvent-Free Ruthenium-Catalyzed Alkylation of Amines [J].
Celaje, Jeff Joseph A. ;
Zhang, Xingyue ;
Zhang, Forrest ;
Kam, Lisa ;
Herron, Jessica R. ;
Williams, Travis J. .
ACS CATALYSIS, 2017, 7 (02) :1136-1142
[30]   A stereoselective organic base-catalyzed protocol for hydroamination of alkynes under solvent-free conditions [J].
Kozell, Vadym ;
Rahmani, Fariba ;
Piermatti, Oriana ;
Lanari, Daniela ;
Vaccaro, Luigi .
MOLECULAR CATALYSIS, 2018, 455 :188-191