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

被引：54

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

来源：

TETRAHEDRON | 2013年 / 69卷 / 49期

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

页码：10544 / 10551

页数：8

共 43 条

[1] RENIN INHIBITORS - SYNTHESIS OF TRANSITION-STATE ANALOG INHIBITORS CONTAINING PHOSPHORUS-ACID DERIVATIVES AT THE SCISSILE BOND [J].