Polystyrene-supported GaCl3: A new, highly efficient and recyclable heterogeneous Lewis acid catalyst for tetrahydropyranylation of alcohols and phenols

被引：21

作者：

Rahmatpour, Ali ^{[1
]}

机构：

[1] RIPI, Polymer Sci & Technol Div, Tehran 146651137, Iran

来源：

POLYHEDRON | 2012年 / 44卷 / 01期

关键词：

Polymer-supported Lewis acid catalyst; Alcohol; Tetrahydropyranylation; Gallium trichloride; Phenol; ONE-POT SYNTHESIS; CHEMOSELECTIVE TETRAHYDROPYRANYLATION; SELECTIVE TETRAHYDROPYRANYLATION; ALUMINUM-CHLORIDE; THP ETHERS; MILD; SILICA; DEPROTECTION; PROTECTION; DETETRAHYDROPYRANYLATION;

D O I：

10.1016/j.poly.2012.06.063

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A new, simple and highly chemoselective method for tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran (DHP) in the presence of polystyrene-supported gallium trichloride (PS/GaCl3) as a highly active and reusable heterogeneous Lewis acid catalyst at room temperature is presented. In this catalytic system, primary, secondary and tertiary alcohols, as well as phenols, were converted to the corresponding tetrahydropyranyl (THP) ethers with short reaction times and high yields. The heterogenized catalyst is of high reusability and stability in the pyranylation reactions and was recovered several times with negligible loss in its activity and with negligible catalyst leaching, and also there is no need for regeneration. The method also shows good chemoselectivity for mono-tetrahydropyranylation of symmetrical diols. (c) 2012 Elsevier Ltd. All rights reserved.

引用

页码：66 / 71

页数：6

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