Al(H2PO4)3 as an Efficient and Reusable Catalyst for One-pot Three-component Synthesis of α-Amino Phosphonates under Solvent-free Conditions

被引：31

作者：

Maghsoodlou, Malek Taher ^{[1
]}

Habibi-Khorassani, Sayyed Mostafa ^{[1
]}

Heydari, Reza ^{[1
]}

Hazeri, Nourollah ^{[1
]}

Sajadikhah, Seyed Sajad ^{[1
]}

Rostamizadeh, Mohsen ^{[1
]}

机构：

[1] Univ Sistan & Baluchestan, Dept Chem, Fac Sci, Zahedan, Iran

来源：

CHINESE JOURNAL OF CHEMISTRY | 2010年 / 28卷 / 02期

关键词：

alpha-amino phosphonate; Al(H2PO4)(3); heterogeneous catalyst; aldehyde; trialkyl phosphite; ENVIRONMENTALLY FRIENDLY PREPARATION; ORGANIC PHOSPHORUS-COMPOUNDS; STEREOSELECTIVE-SYNTHESIS; ACID; AMINOPHOSPHONATES; INHIBITORS; PHOSPHITE; ALDEHYDES; WELL;

D O I：

10.1002/cjoc.201090067

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Synthesis of alpha-amino phosphonates is described under solvent-free conditions at 100 degrees C from reaction between aldehydes and amines in the presence of trialkyl phosphites using Al(H2PO4)(3) as an efficient and reusable heterogeneous catalyst. The advantages of this procedure are short reaction time, flexibility and having high to excellent yields.

引用

页码：285 / 288

页数：4

共 40 条

[1] Bronsted acid-mediated synthesis of α-amino phosphonates under solvent-free conditions
Akiyama, T
Sanada, M
Fuchibe, K
[J]. SYNLETT, 2003, (10) : 1463 - 1464
[2] RENIN INHIBITORS - SYNTHESIS OF TRANSITION-STATE ANALOG INHIBITORS CONTAINING PHOSPHORUS-ACID DERIVATIVES AT THE SCISSILE BOND
ALLEN, MC
FUHRER, W
TUCK, B
WADE, R
WOOD, JM
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1989, 32 (07) : 1652 - 1661
[3] SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF ANTIBACTERIAL PHOSPHONOPEPTIDES INCORPORATING (1-AMINOETHYL)PHOSPHONIC ACID AND (AMINOMETHYL)PHOSPHONIC ACID
ATHERTON, FR
HASSALL, CH
LAMBERT, RW
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1986, 29 (01) : 29 - 40
[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
Bhagat, Srikant
Chakraborti, Asit K.
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2007, 72 (04) : 1263 - 1270
[5] Al(H2PO4)3:: An efficient catalyst for nitration of organic compounds with nitric acid
Bharadwaj, Saitanya K.
Hussain, Sahid
Kar, Manoranjan
Chaudhuri, Mihir K.
[J]. CATALYSIS COMMUNICATIONS, 2008, 9 (05) : 919 - 923
[6] Amberlite-IR 120 catalyzed three-component synthesis of α-amino phosphonates in one-pot
Bhattacharya, Asish K.
Rana, Kalpeshkumar C.
[J]. TETRAHEDRON LETTERS, 2008, 49 (16) : 2598 - 2601
[7] Three component coupling catalyzed by TaCl5-SiO2:: synthesis of α-amino phosphonates
Chandrasekhar, S
Prakash, SJ
Jagadeshwar, V
Narsihmulu, C
[J]. TETRAHEDRON LETTERS, 2001, 42 (32) : 5561 - 5563
[8] DYVOIRE F, 1961, B SOC CHIM FR, P2277
[9] Metal triflate-catalyzed one-pot synthesis of α-aminophosphonates from carbonyl compounds in the absence of solvent
Firouzabadi, H
Iranpoor, N
Sobhani, S
[J]. SYNTHESIS-STUTTGART, 2004, (16): : 2692 - 2696
[10] In(OTf)3 catalysed simple one-pot synthesis of α-amino phosphonates
Ghosh, R
Maiti, S
Chakraborty, A
Maiti, DK
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2004, 210 (1-2) : 53 - 57

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