Tungstosulfonic acid as an efficient solid acid catalyst for acylal synthesis for the protection of the aldehydic carbonyl group

被引：17

作者：

Kalla, Reddi Mohan Naidu ^{[1
]}

Kim, Mi Ri ^{[1
]}

Kim, Yu Na ^{[1
]}

Kim, Il ^{[1
]}

机构：

[1] Pusan Natl Univ, Dept Polymer Sci & Engn, PLUS Ctr Adv Chem Technol BK21, Busan 609735, South Korea

来源：

NEW JOURNAL OF CHEMISTRY | 2016年 / 40卷 / 01期

基金：

新加坡国家研究基金会;

关键词：

PHOSPHO SULFONIC-ACID; ONE-POT SYNTHESIS; CHEMOSELECTIVE SYNTHESIS; GEMINAL-DIACETATES; 1,1-DIACETATES; 2-AMINO-3-CYANO-4H-CHROMEN-4-YLPHOSPHONATES; DEPROTECTION; CONVENIENT; FACILE; SYSTEM;

D O I：

10.1039/c5nj02697k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Tungstosulfonic acid (TSA) has been found to be an efficient solid acid catalyst for the protection of aldehydic carbonyl groups by geminal diacetate (acylal) formation following the nucleophilic addition of acetic anhydride under neat conditions as well as in a solvent. The TSA catalyst is fully characterized by infrared spectroscopy, wide-angle X-ray scattering analysis, and scanning electron microscopy with energy dispersive X-ray spectroscopy. The deprotection of acylals to corresponding aldehydes has also been investigated under the similar conditions. The catalyst can be reused seven times without a significant loss of activity. In addition, no chromatographic separations are needed to obtain the desired products. This method is a green approach for the chemoselective protection of aldehydes in the presence of ketones.

引用

页码：687 / 693

页数：7

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