Ni/Silica catalyzed acetylation of phenols and naphthols: An eco-friendly approach

被引:10
作者
Alam, Manawwer [1 ]
Rahman, Ateeq [2 ]
Alandis, Naser M. [3 ]
Shaik, Mohammed Rafi [3 ]
机构
[1] King Saud Univ, Coll Sci, Res Ctr, Riyadh 11451, Saudi Arabia
[2] Vidya Vikas Coll Engn Chevella, Dept Chem, Hyderabad, Andhra Pradesh, India
[3] King Saud Univ, Coll Sci, Dept Chem, Riyadh 11451, Saudi Arabia
关键词
Acetylation; Ni/SiO2; Acetic anhydride; Catalyst; Phenol; Naphthol; EFFICIENT ACYLATION; SELECTIVE REDUCTION; HIGHLY EFFICIENT; ACETIC-ANHYDRIDE; ACID ANHYDRIDES; ALCOHOLS; THIOLS; CHLORIDE; TRIFLUOROMETHANESULFONATE; ESTERIFICATION;
D O I
10.1016/j.arabjc.2012.12.011
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A method for 10% Ni/SiO2 catalyst is developed for acetylation of phenol, substituted phenols, naphthols, substituted alcohols under mild liquid phase conditions affording aromatic esters with maximum conversions of 50-80% and 100% selectivity. The catalyst showed remarkable reusability for up to 4 cycles. This methodology is eco-friendly, economic with Ni/SiO2 catalysts exhibiting no loss of activity the first report for acetylation of substituted phenols to esters with 10% Ni/SiO2 catalyst. (C) 2013 Production and hosting by Elsevier B. V. on behalf of King Saud University.
引用
收藏
页码:53 / 56
页数:4
相关论文
共 32 条
[11]   Nucleophilic acyl substitutions of anhydrides with protic nucleophiles catalyzed by amphoteric, oxomolybdenum species [J].
Chen, CT ;
Kuo, JH ;
Pawar, VD ;
Munot, YS ;
Weng, SS ;
Ku, CH ;
Liu, CY .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (04) :1188-1197
[12]   PHOTO FRIES REARRANGEMENTS OF 1-NAPHTHYL ESTERS IN THE SYNTHESIS OF 2-ACYLNAPHTHOQUINONES [J].
CROUSE, DJ ;
HURLBUT, SL ;
WHEELER, DMS .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (02) :374-378
[13]   Erbium(III) chloride: a very active acylation catalyst [J].
Dalpozzo, Renato ;
De Nino, Antonio ;
Maiuolo, Loredana ;
Oliverio, Manuela ;
Procopio, Antonio ;
Russo, Beatrice ;
Tocci, Amedeo .
AUSTRALIAN JOURNAL OF CHEMISTRY, 2007, 60 (01) :75-79
[14]   Ruthenium(III) chloride catalyzed acylation of alcohols, phenols, thiols, and amines [J].
De, SK .
TETRAHEDRON LETTERS, 2004, 45 (14) :2919-2922
[15]   Solid trichlorotitanium(IV) trifluoromethanesulfonate TiCl3(OTf) catalyzed efficient acylation of -OH and -SH:: Direct esterification of alcohols with carboxylic acids and transesterification of alcohols with esters under neat conditions [J].
Firouzabadi, Habib ;
Iranpoor, Nasser ;
Farahi, Soghra .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2008, 289 (1-2) :61-68
[16]   Facile catalyzed acylation of alcohols, phenols, amines and thiols based on ZrOCl28H2O and acetyl chloride in solution and in solvent-free conditions [J].
Ghosh, R ;
Maiti, S ;
Chakraborty, AJ .
TETRAHEDRON LETTERS, 2005, 46 (01) :147-151
[17]  
Greene T.W., 1991, PROTECTIVE GROUPS OR, V2nd
[18]  
Ishihara K, 1996, SYNLETT, P265
[19]   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
[20]   Al(OTf)3 as a highly efficient catalyst for the rapid acetylation of alcohols, phenols and thiophenols under solvent-free conditions [J].
Kamal, Ahmed ;
Khan, M. Naseer A. ;
Reddy, K. Srinivasa ;
Srikanth, Y. V. V. ;
Krishnaji, T. .
TETRAHEDRON LETTERS, 2007, 48 (22) :3813-3818