Zn(OAc)2•2H2O-catalyzed synthesis of a-aminophosphonates under neat reaction

被引：15

作者：

Arigala, Uma Ravi Sankar ^{[1
]}

Matcha, Chaitanya ^{[1
]}

Yoon, Kuk Ro ^{[1
]}

机构：

[1] Hannam Univ, Dept Chem, Coll Life Sci & Nano Technol, Taejon 305811, South Korea

来源：

HETEROATOM CHEMISTRY | 2012年 / 23卷 / 02期

基金：

新加坡国家研究基金会;

关键词：

ALPHA-AMINO PHOSPHONATES; ONE-POT SYNTHESIS; SOLVENT-FREE CONDITIONS; FACILE SYNTHESIS; CATALYST; EFFICIENT; ACID; DERIVATIVES; ALDEHYDES; TRIFLATE;

D O I：

10.1002/hc.20765

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of novel alpha-aminophosphonates have been prepared by one-pot three-component condensation in the presence of a zinc acetate (Zn(OAc)(2)center dot 2H(2)O) catalyst at 50 degrees C under solvent-free conditions with excellent yields. The major advantages of the present method are high yields, a short reaction time, and solvent-free reaction conditions. Their antimicrobial activity was evaluated, and some of them showed significant activity. (C) 2011 Wiley Periodicals, Inc. Heteroatom Chem 23:160165, 2012; View this article online at . DOI 10.1002/hc.20765

引用

页码：160 / 165

页数：6

共 27 条

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

ALLEN, MC ;

FUHRER, W ;

TUCK, B ;

WADE, R ;

WOOD, JM .

JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (07) :1652-1661

[2] In-vitro activity of fosfomycin against vancomycin-resistant enterococci [J].

Allerberger, F ;

Klare, I .

JOURNAL OF ANTIMICROBIAL CHEMOTHERAPY, 1999, 43 (02) :211-217

[3]

Benson H.J., 1990, Microbiological Applications: A Laboratory Manual in General Microbiology

[4] An extremely efficient three-component reaction of aldehydes/ketones, amines, and phosphites (Kabachnik-Fields reaction) for the synthesis of α-aminophosphonates catalyzed by magnesium perchlorate [J].

Bhagat, Srikant ;

Chakraborti, Asit K. .

JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (04) :1263-1270

[5] Three component coupling catalyzed by TaCl5-SiO2:: synthesis of α-amino phosphonates [J].

Chandrasekhar, S ;

Prakash, SJ ;

Jagadeshwar, V ;

Narsihmulu, C .

TETRAHEDRON LETTERS, 2001, 42 (32) :5561-5563

[6] Asymmetric synthesis of alpha-aminophosphonates via diastereoselective addition of phosphite to chiral imine derivatives [J].

Chung, SK ;

Kang, DH .

TETRAHEDRON-ASYMMETRY, 1996, 7 (01) :21-24

[7] Metal triflate-catalyzed one-pot synthesis of α-aminophosphonates from carbonyl compounds in the absence of solvent [J].

Firouzabadi, H ;

Iranpoor, N ;

Sobhani, S .

SYNTHESIS-STUTTGART, 2004, (16) :2692-2696

[8] AN EFFICIENT SYNTHESIS OF ANILINOBENZYLPHOSPHONATES [J].

HA, HJ ;

NAM, GS .

SYNTHETIC COMMUNICATIONS, 1992, 22 (08) :1143-1148

[9] FACILE AND EFFICIENT MICHAEL ADDITION OF INDOLE TO NITROOLEFINS CATALYZED BY Zn(OAc)2•2H2O [J].

Ji, Xiang ;

Tong, Haibo ;

Yuan, Yu .

SYNTHETIC COMMUNICATIONS, 2011, 41 (03) :372-379

[10] Microwave-assisted synthesis of 1-aminoalkyl phosphonates under solvent-free conditions [J].

Kaboudin, B ;

Nazari, R .

TETRAHEDRON LETTERS, 2001, 42 (46) :8211-8213

← 1 2 3 →