Synthesis of 2-amino-3-cyano-4H-chromen-4-ylphosphonates and 2-amino-4H-chromenes catalyzed by tetramethylguanidine

被引:53
|
作者
Kalla, Reddi Mohan Naidu [1 ]
Byeon, Seong Jin [1 ]
Heo, Min Seon [1 ]
Kim, Il [1 ]
机构
[1] Pusan Natl Univ, Dept Polymer Sci & Engn, PLUS Program Adv Chem Technol BK21, Pusan 609735, South Korea
关键词
Solvent-free reaction; One-pot synthesis; Multi-component reactions; Phosphorus-containing chromenes; Tetramethylguanidine; ONE-POT SYNTHESIS; STATE ANALOG INHIBITORS; CARBON BOND FORMATION; RECYCLABLE CATALYST; MICHAEL ADDITION; BETA-LAPACHONE; EFFICIENT; ACID; DERIVATIVES; PHOSPHONATES;
D O I
10.1016/j.tet.2013.10.052
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Synthesis of 2-amino-4H-chromen-4-ylphosphonates and 2-amino-4H-chromenes has been accomplished by the reaction of salicylaldehyde, malononitrile, dialkyl/diphenylphosphites catalyzed by 1,1,3,3-tetramethylguanidine (TMG) under neat conditions at room temperature. The applicability of catalytic TMG for the synthesis of 2-amino-4H-chromenes also has been described. The mild reaction conditions, simple work-up procedure, and use of TMG as an inexpensive catalyst provides an economical protocol for the preparation of important phosphorus-containing compounds. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:10544 / 10551
页数:8
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