Abstract
Silica-supported magnesium hydrogen sulfate has been used as a recyclable catalyst for the synthesis of some linear and cyclic aromatic acetals under solvent-free conditions. This environmentally friendly method has advantages, such as high yield of products, simple work-up procedure, and avoidance of the organic solvents, which will contribute in serving as a green process greatly.
Highlights
Silica supported catalysts have attracted the special attention of chemists [1,2,3] due to their eco-friendly nature, simple handling, recyclability, and high reactivity [4,5,6]
Several methods for the acetalization of the carbonyl function have been reported using ionic liquids [12,13,14,15], protonic acids such as HCl and H2SO4 and Lewis acids [16,17,18,19], and transitional metal complexes including Rh, Pd, and Pt [20, 21]. Some of these strategies suffer from the drawback of green chemistry, and have been associated with several shortcomings such as use of corrosive protic acids and unrecyclable catalyst, long-reaction times and low product yields, difficult work-up procedure, and the use of organic solvents
We wish to report here a green and simple method for the protection of aromatic aldehydes 1 by diols 2 or aromatic alcohols 3 as 1,3-dioxanes, 1,3-dioxalanes 4, and linear acetals 5 using a catalytic quantity of silica supported magnesium hydrogen sulfate under solvent-free conditions in excellent yields (Scheme 1)
Summary
Silica supported catalysts have attracted the special attention of chemists [1,2,3] due to their eco-friendly nature, simple handling, recyclability, and high reactivity [4,5,6]. Several methods for the acetalization of the carbonyl function have been reported using ionic liquids [12,13,14,15], protonic acids such as HCl and H2SO4 and Lewis acids [16,17,18,19], and transitional metal complexes including Rh, Pd, and Pt [20, 21] Some of these strategies suffer from the drawback of green chemistry, and have been associated with several shortcomings such as use of corrosive protic acids and unrecyclable catalyst, long-reaction times and low product yields, difficult work-up procedure, and the use of organic solvents. We wish to report here a green and simple method for the protection of aromatic aldehydes 1 by diols 2 or aromatic alcohols 3 as 1,3-dioxanes, 1,3-dioxalanes 4, and linear acetals 5 using a catalytic quantity of silica supported magnesium hydrogen sulfate under solvent-free conditions in excellent yields (Scheme 1)
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