A Versatile and Practical Synthesis of 1, 8-Dioxo-octahydroxanthene Derivatives Catalyzed by Polyethylene Glycol (PEG) in Water

被引:8
作者
Chavan, Abhijit P. [1 ]
机构
[1] ICS Coll Arts Commerce & Sci, Dept Chem, Organ Res Lab, Khed 415709, MS, India
来源
JOURNAL OF THE KOREAN CHEMICAL SOCIETY-DAEHAN HWAHAK HOE JEE | 2009年 / 53卷 / 04期
关键词
Xanthene; Polyethylene glycol; Water;
D O I
10.5012/jkcs.2009.53.4.415
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A convenient and practical synthesis of 1, 8-dioxo-octahydroxanthene derivatives using various aldehydes, 5, 5-dimethyl-1, 3-cyclohexanedione in water was successfully carried out in the presence of polyethylene glycol (PEG) as a catalyst. Simple work-up, clean products, high yields and water as a green solvent are the attractive features of this methodology.
引用
收藏
页码:415 / 421
页数:7
相关论文
共 20 条
[1]   5-Amino-2H-pyran-3(6H)-one, 1, a convenient intermediate in the synthesis of pyran containing 1,4-dihydropyridines [J].
Altenbach, RJ ;
Agrios, K ;
Drizin, I ;
Carroll, WA .
SYNTHETIC COMMUNICATIONS, 2004, 34 (04) :557-565
[2]  
Anastas PT, 1998, GREEN CHEMISTRY, P1
[3]  
[Anonymous], 1997, ORGANIC REACTIONS AQ
[4]   EFFECT OF POLAR-SOLVENTS ON THE RATES OF CLAISEN REARRANGEMENTS - ASSESSMENT OF IONIC CHARACTER [J].
BRANDES, E ;
GRIECO, PA ;
GAJEWSKI, JJ .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (03) :515-516
[5]   HYDROPHOBIC EFFECTS ON SIMPLE ORGANIC-REACTIONS IN WATER [J].
BRESLOW, R .
ACCOUNTS OF CHEMICAL RESEARCH, 1991, 24 (06) :159-164
[6]   SELECTIVE DIELS-ALDER REACTIONS IN AQUEOUS-SOLUTIONS AND SUSPENSIONS [J].
BRESLOW, R ;
MAITRA, U ;
RIDEOUT, D .
TETRAHEDRON LETTERS, 1983, 24 (18) :1901-1904
[7]   Polyethylene glycol and solutions of polyethylene glycol as green reaction media [J].
Chen, J ;
Spear, SK ;
Huddleston, JG ;
Rogers, RD .
GREEN CHEMISTRY, 2005, 7 (02) :64-82
[8]   DIELS-ALDER REACTION OF FURAN WITH SOME DIENOPHILES [J].
EGGELTE, TA ;
KONING, HD ;
HUISMAN, HO .
TETRAHEDRON, 1973, 29 (16) :2491-2493
[9]   SECONDARY DEUTERIUM KINETIC ISOTOPE EFFECTS IN THE AQUEOUS CLAISEN REARRANGEMENT - EVIDENCE AGAINST AN IONIC TRANSITION-STATE [J].
GAJEWSKI, JJ ;
BRICHFORD, NL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (07) :3165-3166
[10]   WATER AS A SOLVENT FOR THE CLAISEN REARRANGEMENT - PRACTICAL IMPLICATIONS FOR SYNTHETIC ORGANIC-CHEMISTRY [J].
GRIECO, PA ;
BRANDES, EB ;
MCCANN, S ;
CLARK, JD .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (25) :5849-5851