Magnesium perchlorate as efficient Lewis acid: A simple and convenient route to 1,4-Dihydropyridines

被引:33
作者
Bartoli, Giuseppe [1 ]
Babiuch, Krzysztof [1 ]
Bosco, Marcella [1 ]
Carlone, Armando [1 ]
Galzerano, Patrizia [1 ]
Melchiorre, Paolo [1 ]
Sambri, Letizia [1 ]
机构
[1] Univ Bologna, Dipartimento Chim Organ A Mangini, I-40136 Bologna, Italy
关键词
magnesium perchlorate; 1,4-dihydropyridines; domino reaction; Michael addition; cyclization;
D O I
10.1055/s-2007-990839
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new protocol for the synthesis of various 1,2,3,4-tetra-substituted 1,4-dihydropyridines from enamino or carbonylic derivatives promoted by Mg(ClO4)(2) is presented.
引用
收藏
页码:2897 / 2901
页数:5
相关论文
共 32 条
[1]   Unusual and unexpected reactivity of t-butyl dicarbonate (Boc2O)with alcohols in the presence of magnesium perchlorate.: A new and general route to t-butyl ethers [J].
Bartoli, G ;
Bosco, M ;
Locatelli, M ;
Marcantoni, E ;
Melchiorre, P ;
Sambri, L .
ORGANIC LETTERS, 2005, 7 (03) :427-430
[2]   A Lewis acid-mediated protocol for the protection of aryl amines as their Boc-derivatives [J].
Bartoli, G ;
Bosco, M ;
Locatelli, M ;
Marcantoni, E ;
Massaccesi, M ;
Melchiorre, P ;
Sambri, L .
SYNLETT, 2004, (10) :1794-1798
[3]   Zn(ClO4)2•6H2O as a powerful catalyst for the conversion of β-ketoesters into β-enamino esters [J].
Bartoli, G ;
Bosco, M ;
Locatelli, M ;
Marcantoni, E ;
Melchiorre, P ;
Sambri, L .
SYNLETT, 2004, (02) :239-242
[4]   Zn(ClO4)2•6H2O as a powerful catalyst for a practical acylation of alcohols with acid anhydrides [J].
Bartoli, G ;
Bosco, M ;
Dalpozzo, R ;
Marcantoni, E ;
Massaccesi, M ;
Sambri, L .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2003, 2003 (23) :4611-4617
[5]  
Bartoli G, 2003, SYNLETT, P39
[6]   Alcohols and di-tert-butyl dicarbonate:: How the nature of the Lewis acid catalyst may address the reaction to the synthesis of tert-butyl ethers [J].
Bartoli, Giuseppe ;
Bosco, Marcella ;
Carlone, Armando ;
Dalpozzo, Renato ;
Locatelli, Manuela ;
Melchiorre, Paolo ;
Sambri, Letizia .
JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (26) :9580-9588
[7]   Taking up the cudgels for perchlorates: Uses and applications in organic reactions under mild conditions [J].
Bartoli, Giuseppe ;
Locatelli, Manuela ;
Melchiorre, Paolo ;
Sambri, Letizia .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2007, 2007 (13) :2037-2049
[8]   A new, mild, general and efficient route to aryl ethyl carbonates in solvent-free conditions promoted by magnesium perchlorate [J].
Bartoli, Giuseppe ;
Bosco, Marcella ;
Carlone, Armando ;
Locatelli, Manuela ;
Marcantoni, Enrico ;
Melchiorre, Paolo ;
Palazzi, Paolo ;
Sambri, Letizia .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2006, 2006 (19) :4429-4434
[9]   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
[10]   Privileged structures: Applications in drug discovery [J].
DeSimone, RW ;
Currie, KS ;
Mitchell, SA ;
Darrow, JW ;
Pippin, DA .
COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING, 2004, 7 (05) :473-493