Indium(III) chloride as a new, highly efficient, and versatile catalyst for acylation of phenols, thiols, alcohols, and amines

被引：132

作者：

Chakraborti, AK ^{[1
]}

Gulhane, R ^{[1
]}

机构：

[1] NIPER, Dept Med Chem, SAS Nagar 160062, Punjab, India

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(03)01641-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Indium(III) chloride efficiently catalyses the acylation of structurally diverse phenols, alcohols, thiols, and amines under solvent free conditions. Acid sensitive alcohols are smoothly acylated without competitive side reactions. Acylation of 2-hydroxynaphthalene is carried out with carboxylic acids adopting the mixed anhydride protocol using trifluoroacetic anhydride. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：6749 / 6753

页数：5

共 35 条

[1] AHMED S, 1986, TETRAHEDRON LETT, V27, P3791
[2] [Anonymous], AM CHEM SOC S SERIES
[3] Zeolite HSZ-360 as a new reusable catalyst for the direct acetylation of alcohols and phenols under solventless conditions
Ballini, R
Bosica, G
Carloni, S
Ciaralli, L
Maggi, R
Sartori, G
[J]. TETRAHEDRON LETTERS, 1998, 39 (33) : 6049 - 6052
[4] Per-O-acetylation of sugars catalysed by montmorillonite K-10
Bhaskar, PM
Loganathan, D
[J]. TETRAHEDRON LETTERS, 1998, 39 (15) : 2215 - 2218
[5] BJERRUM J, 1958, STABILITY CONSTANT 2
[6] Carrigan MD, 2001, SYNTHESIS-STUTTGART, P2091
[7] Diphenyl disulfide and sodium in NMP as an efficient protocol for in situ generation of thiophenolate anion: Selective deprotection of aryl alkyl ethers and alkyl/aryl esters under nonhydrolytic conditions
Chakraborti, AK
Nayak, MK
Sharma, L
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (06) : 1776 - 1780
[8] Influence of hydrogen bonding in the activation of nucleophiles:: PhSH-(catalytic) KF in N-methyl-2-pyrrolidone as an efficient protocol for selective cleavage of alkyl/aryl esters and aryl alkyl ethers under nonhydrolytic and neutral conditions
Chakraborti, AK
Sharma, L
Nayak, MK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (08) : 2541 - 2547
[9] A mild and chemoselective method for deprotection of aryl acetates and benzoates under non-hydrolytic condition
Chakraborti, AK
Sharma, L
Sharma, U
[J]. TETRAHEDRON, 2001, 57 (45) : 9343 - 9346
[10] Selective deprotection of aryl acetates, benzoates, pivalates, and tosylates under nonhydrolytic and virtually neutral conditions
Chakraborti, AK
Nayak, MK
Sharma, L
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (21) : 8027 - 8030

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