A green procedure for the protection of carbonyl compounds catalyzed by iodine in ionic liquid

被引:37
作者
Ren, Yi-Ming [1 ]
Cai, Chun [1 ]
机构
[1] Nanjing Univ Sci & Technol, Chem Engn Coll, Nanjing 210094, Peoples R China
关键词
Molecular iodine; Ionic liquid; Carbonyl compounds; Recyclable; Protection;
D O I
10.1016/j.tetlet.2008.09.088
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aldehydes and ketones are protected with ethylene glycol in the presence of a catalytic amount of iodine in PEG ionic liquid (IL 400) under mild conditions to afford the corresponding ketals in good yields. The recovery of iodine is facilitated by the ionic liquid. The recovered catalyst was reused six times with consistent activity. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码:7110 / 7112
页数:3
相关论文
共 33 条
[1]  
[Anonymous], 1981, PROTECTIVE GROUPS OR
[2]   Molecular iodine-catalyzed efficient and highly rapid synthesis of bis(indolyl)methanes under mild conditions [J].
Bandgar, BP ;
Shaikh, KA .
TETRAHEDRON LETTERS, 2003, 44 (09) :1959-1961
[3]   A remarkable iodine-catalyzed protection of carbonyl compounds [J].
Banik, BK ;
Chapa, M ;
Marquez, J ;
Cardona, M .
TETRAHEDRON LETTERS, 2005, 46 (13) :2341-2343
[4]   Iodine-catalyzed highly efficient Michael reaction of indoles under solvent-free condition [J].
Banik, BK ;
Fernandez, M ;
Alvarez, C .
TETRAHEDRON LETTERS, 2005, 46 (14) :2479-2482
[5]   Mild acetalisation of mono and dicarbonyl compounds catalysed by titanium tetrachloride.: Facile synthesis of β-keto enol ethers [J].
Clerici, A ;
Pastori, N ;
Porta, O .
TETRAHEDRON, 2001, 57 (01) :217-225
[6]   Polar acetalization and transacetalization in the gas phase: The Eberlin reaction [J].
Cooks, RG ;
Chen, H ;
Eberlin, MN ;
Zheng, X ;
Tao, WA .
CHEMICAL REVIEWS, 2006, 106 (01) :188-211
[7]  
Deka N, 2001, CHEM LETT, P794
[8]   New developments in catalysis using ionic liquids [J].
Gordon, CM .
APPLIED CATALYSIS A-GENERAL, 2001, 222 (1-2) :101-117
[9]   Selective endo and exo iodocyclizations in the synthesis of Quinolines and Indoles [J].
Hessian, KO ;
Flynn, BL .
ORGANIC LETTERS, 2006, 8 (02) :243-246
[10]  
HOFFMAN RV, 1974, TETRAHEDRON LETT, P2415