Tandem Aldol-Michael Reactions in Aqueous Diethylamine Medium: A Greener and Efficient Approach to Bis-Pyrimidine Derivatives

被引:41
作者
Al-Majid, Abdullah M. [1 ]
Barakat, Assem [1 ,2 ]
AL-Najjar, Hany J. [1 ]
Mabkhot, Yahia N. [1 ]
Ghabbour, Hazem A. [3 ]
Fun, Hoong-Kun [3 ]
机构
[1] King Saud Univ, Dept Chem, Fac Sci, Riyadh 11451, Saudi Arabia
[2] Univ Alexandria, Dept Chem, Fac Sci, Alexandria 21321, Egypt
[3] King Saud Univ, Dept Pharmaceut Chem, Fac Pharm, Riyadh 11451, Saudi Arabia
关键词
tandem Aldol-Michael reactions; MCRs; barbituric acid; aqueous media; green chemistry; BARBITURIC-ACID; COMBINATORIAL;
D O I
10.3390/ijms141223762
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
070307 [化学生物学]; 071010 [生物化学与分子生物学];
摘要
A simple protocol, involving the green synthesis for the construction of novel bis-pyrimidine derivatives, 3a-i and 4a-e are accomplished by the aqueous diethylamine media promoted tandem Aldol-Michael reaction between two molecules of barbituric acid derivatives 1a,b with various aldehydes. This efficient synthetic protocol using an economic and environmentally friendly reaction media with versatility and shorter reaction time provides bis-pyrimidine derivatives with high yields (88%-99%).
引用
收藏
页码:23762 / 23773
页数:12
相关论文
共 37 条
[1]
An efficient tandem aldol condensation-thia-Michael addition process [J].
Abaee, M. Saeed ;
Cheraghi, Somayeh ;
Navidipoor, Somayeh ;
Mojtahedi, Mohammad M. ;
Forghani, Soodabeh .
TETRAHEDRON LETTERS, 2012, 53 (33) :4405-4408
[2]
Anastas PT, 1998, GREEN CHEMISTRY, P1
[3]
Andrews G., 1976, MED PHARM, P243
[4]
[Anonymous], 2001, NEW CHEM
[5]
[Anonymous], 2000, STIMULATING CONCEPTS
[6]
Highly enantioselective Friedel-Crafts alkylation of indoles with α,β-unsaturated ketones with simple Cu(II)-oxazoline-imidazoline catalysts [J].
Barakat, Assem ;
Islam, Mohammad Shahidul ;
Al Majid, Abdullah M. A. ;
Al-Othman, Zeid Abdullah .
TETRAHEDRON, 2013, 69 (25) :5185-5192
[7]
Water in organocatalytic processes: Debunking the myths [J].
Blackmond, Donna G. ;
Armstrong, Alan ;
Coombe, Vyv ;
Wells, Andrew .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (21) :3798-3800
[8]
Bobranski B., 1977, WIAD CHEM, V31, P231
[9]
Boche G., 1990, CYCLOPROPANE DERIVED
[10]
RECENT PROGRESS IN BARBITURIC-ACID CHEMISTRY [J].
BOJARSKI, JT ;
MOKROSZ, JL ;
BARTON, HJ ;
PALUCHOWSKA, MH .
ADVANCES IN HETEROCYCLIC CHEMISTRY, 1985, 38 :229-297