A new In-SiO2 composite catalyst in the solvent-free multicomponent synthesis of Ca2+ channel blockers nifedipine and nemadipine B

被引：43

作者：

Affeldt, Ricardo F. ^{[1
]}

Benvenutti, Edilson V. ^{[2
]}

Russowsky, Dennis ^{[1
]}

机构：

[1] Univ Fed Rio Grande do Sul, Inst Quim, Lab Sinteses Organ, BR-91501970 Porto Alegre, RS, Brazil

[2] Univ Fed Rio Grande do Sul, Inst Quim, Lab Solidos & Superficies, BR-91501970 Porto Alegre, RS, Brazil

来源：

NEW JOURNAL OF CHEMISTRY | 2012年 / 36卷 / 07期

关键词：

ONE-POT SYNTHESIS; DIVERSITY-ORIENTED SYNTHESIS; LEWIS-ACID CATALYSTS; POLYHYDROQUINOLINE DERIVATIVES; HANTZSCH 1,4-DIHYDROPYRIDINES; EFFICIENT SYNTHESIS; DIMERIC 4-ARYL-1,4-DIHYDROPYRIDINES; COMPONENT CONDENSATION; BIGINELLI COMPOUNDS; ORGANIC-SYNTHESIS;

D O I：

10.1039/c2nj40060j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An In-SiO2 composite was prepared by the sol-gel method and was applied as a heterogeneous Lewis acid catalyst in the multicomponent Hantzsch synthesis of symmetrical and non-symmetrical 1,4-DHPs. The Ca2+ channel blockers nifedipine and nemadipine B were synthesized in a single step through a solvent-free protocol.

引用

页码：1502 / 1511

页数：10

共 121 条

[1] Synthesis and antitumor activity of new dihydropyridine thioglycosides and their corresponding dehydrogenated forms [J].

Abbas, Hebat-Allah S. ;

El Sayed, Wael A. ;

Fathy, Nahed M. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (03) :973-982

[2]

Achiwa K, 1999, CURR ORG CHEM, V3, P77

[3] Iron(III) trifluoro acetate and trifluoromethanesulfonate: Recyclable Lewis acid catalysts for one-pot synthesis of 3,4-dihydropyrimidinones or their sulfur analogues and 1,4-dihydropyridines via solvent-free Biginelli and Hantzsch condensation protocols [J].

Adibi, Hadi ;

Samimi, Heshmat Allah ;

Beygzadch, Mojtaba .

CATALYSIS COMMUNICATIONS, 2007, 8 (12) :2119-2124

[4] A convenient and efficient protocol for oxidative aromatization of Hantzsch 1,4-dihydropyridines using benzyltriphenylphosphonium peroxymonosulfate under almost neutral reaction conditions [J].

Adibi, Hadi ;

Hajipour, Abdol Reza .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (04) :1008-1012

[5] Photophysical properties of a series of 4-aryl substituted 1,4-dihydropyridines [J].

Affeldt, Ricardo Ferreira ;

Iglesias, Rodrigo Sebastian ;

Rodembusch, Fabiano Severo ;

Russowsky, Dennis .

JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2012, 25 (09) :769-777

[6]

Andrade CKZ, 2005, J BRAZIL CHEM SOC, V16, P535, DOI 10.1590/S0103-50532005000400007

[7]

[Anonymous], J CLIN BASIC CARDIO

[8] Multiple-component condensation strategies for combinatorial library synthesis [J].

Armstrong, RW ;

Combs, AP ;

Tempest, PA ;

Brown, SD ;

Keating, TA .

ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :123-131

[9] Evaluation of anticancer effects of newly synthesized dihydropyridine derivatives in comparison to verapamil and doxorubicin on T47D parental and resistant cell lines in vitro [J].

Bazargan, L. ;

Fouladdel, S. ;

Shafiee, A. ;

Amini, M. ;

Ghaffari, S. M. ;

Azizi, E. .

CELL BIOLOGY AND TOXICOLOGY, 2008, 24 (02) :165-174

[10] STUDIES ON DIHYDROPYRIDINES .1. THE PREPARATION OF UNSYMMETRICAL 4-ARYL-1,4-DIHYDROPYRIDINES BY THE HANTZSCH-BEYER SYNTHESIS [J].

BERSON, JA ;

BROWN, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1955, 77 (02) :444-447

← 1 2 3 4 5 6 7 8 9 10 →