Amberlist-15 as heterogeneous reusable catalyst for regioselective ring opening of epoxides with amines under mild conditions

被引：50

作者：

Vijender, Medamoni ^{[1
]}

Kishore, P. ^{[1
]}

Narender, P. ^{[1
]}

Satyanarayana, B. ^{[1
]}

机构：

[1] Osmania Univ, Univ Coll Engn, Dept Chem, Hyderabad 50007, Andhra Pradesh, India

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2007年 / 266卷 / 1-2期

关键词：

epoxides; amines; Amberlist-15; 2-amino alcohols;

D O I：

10.1016/j.molcata.2006.09.006

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Oxiranes undergo rapid ring-opening reaction with amines catalyzed by Amberlist-15 under mild reaction conditions. The reactions were carried out at room temperature to afford the corresponding beta-amino alcohols in excellent yields and high regioselectivity. The catalyst was recovered and reused further without loss of activity. (c) 2006 Elsevier B.V. All rights reserved.

引用

页码：290 / 293

页数：4

共 31 条

[1] 1,2-amino alcohols and their heterocyclic derivatives as chiral auxiliaries in asymmetric synthesis [J].

Ager, DJ ;

Prakash, I ;

Schaad, DR .

CHEMICAL REVIEWS, 1996, 96 (02) :835-875

[2] Lithium trifluoromethanesulfonate-catalysed aminolysis of oxiranes [J].

Auge, J ;

Leroy, F .

TETRAHEDRON LETTERS, 1996, 37 (43) :7715-7716

[3] Solid lithium perchlorate as a powerful catalyst for the synthesis of β-aminoalcohols under solvent-free conditions [J].

Azizi, N ;

Saidi, MR .

CANADIAN JOURNAL OF CHEMISTRY, 2005, 83 (05) :505-507

[4] The synthesis of vicinal amino alcohols [J].

Bergmeier, SC .

TETRAHEDRON, 2000, 56 (17) :2561-2576

[5] An efficient asymmetric synthesis of (S)-atenolol:: using hydrolytic kinetic resolution [J].

Bose, DS ;

Narsaiah, AV .

BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (03) :627-630

[6] Calcium trifluoromethanesulfonate-catalysed aminolysis of epoxides [J].

Cepanec, I ;

Litvic, M ;

Mikuldas, H ;

Bartolincic, A ;

Vinkovic, V .

TETRAHEDRON, 2003, 59 (14) :2435-2439

[7] Lithium bromide, an inexpensive and efficient catalyst for opening of epoxide rings by amines at room temperature under solvent-free condition [J].

Chakraborti, AK ;

Rudrawar, S ;

Kondaskar, A .

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 2004 (17) :3597-3600

[8] REGIOALTERNATING SELECTIVITY IN THE METAL SALT CATALYZED AMINOLYSIS OF STYRENE OXIDE [J].

CHINI, M ;

CROTTI, P ;

MACCHIA, F .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (20) :5939-5942

[9]

COPPOLA GM, 1984, SYNTHESIS-STUTTGART, P1021

[10]

Corey EJ, 1999, ANGEW CHEM INT EDIT, V38, P1931, DOI 10.1002/(SICI)1521-3773(19990712)38:13/14<1931::AID-ANIE1931>3.0.CO

← 1 2 3 4 →