Tris(hydroxymethyl)aminomethane as an efficient organobase catalyst for the synthesis of β-phosphonomalonates

被引:13
作者
Kalla, Reddi Mohan Naidu [1 ]
Kim, Il [1 ]
机构
[1] Pusan Natl Univ, Dept Polymer Sci & Engn, PLUS Ctr Adv Chem Technol BK21, Busan 609735, South Korea
关键词
beta-Phosphonomalonates; Organobase catalysis; Tris(hydroxymethyl)aminomethane; Solvent-free method; ONE-POT SYNTHESIS; PHOSPHA-MICHAEL ADDITION; STATE ANALOG INHIBITORS; SOLID ACID CATALYST; HIGHLY EFFICIENT; SOLVENT-FREE; 2-AMINO-4H-CHROMEN-4-YL PHOSPHONATES; ANTICANCER PROPERTIES; RECYCLABLE CATALYST; REUSABLE CATALYST;
D O I
10.1016/j.tetlet.2016.12.035
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Tris(hydroxymethyl)aminomethane (THAM) is a highly efficient and recyclable organobase catalyst for the nucleophilic phosphonylation of benzylidene malononitrile under solvent-free conditions. This new catalytic methodology is applicable without a solvent, eco-friendly, economically viable, avoids conventional isolation procedures, and has a facile work-up procedure and wide scope. THAM is an inexpensive, commercially available, non-toxic, and biodegradable novel organocatalyst. Furthermore, it can be reused in up to five cycles without loss in catalytic activity, and no chromatographic separation is needed to obtain the desired products. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:410 / 414
页数:5
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