A cheap, simple, and versatile method for acetylation of alcohols and phenols and selective deprotection of aromatic acetates under solvent-free condition

被引:11
作者
Rajabi, F [1 ]
Saidi, MR [1 ]
机构
[1] Sharif Univ Technol, Dept Chem, Tehran, Iran
关键词
acetylation; alcohols; phenols; deprotection; solvent-free;
D O I
10.1081/SCC-200048988
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Acyclic and cyclic acetates of various alcohols and phenols were obtained inexcellent yields under mild reaction conditions in the presence of a catalytic amount of sodium hydroxide under solvent-free conditions and microwave irradiation. Selective deprotection of acetate group from the corresponding phenolic compounds was carried out in the presence of LiClO4.2H(2)O.
引用
收藏
页码:483 / 491
页数:9
相关论文
共 49 条
[21]   Scandium trifluoromethanesulfonate as an extremely active Lewis acid catalyst in acylation of alcohols with acid anhydrides and mixed anhydrides [J].
Ishihara, K ;
Kubota, M ;
Kurihara, H ;
Yamamoto, H .
JOURNAL OF ORGANIC CHEMISTRY, 1996, 61 (14) :4560-4567
[22]   AN EFFICIENT ESTERIFICATION REACTION BETWEEN EQUIMOLAR AMOUNTS OF FREE CARBOXYLIC-ACIDS AND ALCOHOLS BY THE COMBINED USE OF OCTAMETHYLCYCLOTETRASILOXANE AND A CATALYTIC AMOUNT OF TITANIUM(IV) CHLORIDE TRIS(TRIFLUOROMETHANESULFONATE) [J].
IZUMI, J ;
SHIINA, I ;
MUKAIYAMA, T .
CHEMISTRY LETTERS, 1995, (02) :141-142
[23]   Lithium trifluoromethanesulfonate (LiOTf) as a recyclable catalyst for highly efficient acetylation of alcohols and diacetylation of aldehydes under mild and neutral reaction conditions [J].
Karimi, B ;
Maleki, J .
JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (12) :4951-4954
[24]   Iodine: A versatile reagent in carbohydrate chemistry .4. per-O-acetylation, regioselective acylation and acetolysis [J].
Kartha, KPR ;
Field, RA .
TETRAHEDRON, 1997, 53 (34) :11753-11766
[25]  
Kocienski P.J., 1994, PROTECTING GROUPS
[26]   Montmorillonite K-10 and KSF as remarkable acetylation catalysts [J].
Li, AX ;
Li, TS ;
Ding, TH .
CHEMICAL COMMUNICATIONS, 1997, (15) :1389-1390
[27]   Microwave assisted organic synthesis -: a review [J].
Lidström, P ;
Tierney, J ;
Wathey, B ;
Westman, J .
TETRAHEDRON, 2001, 57 (45) :9225-9283
[28]   Microwave-promoted lipase-catalyzed reactions [J].
Lin, GL ;
Lin, WY .
TETRAHEDRON LETTERS, 1998, 39 (24) :4333-4336
[29]   Silylation of hydroxy groups with HMDS under microwave irradiation and solvent-free conditions [J].
Mojtahedi, MM ;
Saidi, MR ;
Bolourtchian, M ;
Heravi, MM .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2002, 177 (02) :289-292
[30]  
Mojtahedi MM, 1999, MONATSH CHEM, V130, P1175, DOI 10.1007/PL00010296