Dethioacetalization of Dithiolanes With Ferric Nitrate and Silica Gel in Hexane

Update 1 of: Protection (and Deprotection) of Functional Groups in Organic Synthesis by Heterogeneous Catalysis

“…An efficient regeneration of carbonyl compounds from 1,3-dithiolanes and 1,3-dithianes can be carried out under SiO 2 /Cu(NO 3 ) 2 catalysis (Table , entry 6) by recovering the corresponding ketones and the aldehydes in quantitative yield. Similarly, a combination of Fe(NO 3 ) 3 and silica gel regenerated aldehydes and ketones from 1,3-dithianes and 1,3-dithiolanes under an inert atmosphere (Table , entry 7, 8). , In the case of aromatic substrates, the electronic property of the substituents and their position on the benzene ring did not affect the rate nor the product selectivity. It is important to point out that in the absence of silica gel, the reaction was sluggish.…”

“…Similarly, a combination of Fe(NO 3 ) 3 and silica gel regenerated aldehydes and ketones from 1,3-dithianes and 1,3-dithiolanes under an inert atmosphere (Table 23, entry 7, 8). 225,226 In the case of aromatic substrates, the electronic property of the substituents and their position on the benzene ring did not affect the rate nor the product selectivity. It is important to point out that in the absence of silica gel, the reaction was sluggish.…”

Protection (and Deprotection) of Functional Groups in Organic Synthesis by Heterogeneous Catalysis

“…An efficient regeneration of carbonyl compounds from 1,3-dithiolanes and 1,3-dithianes can be carried out under SiO 2 /Cu(NO 3 ) 2 catalysis (Table , entry 6) 224 by recovering the corresponding ketones and the aldehydes in quantitative yield. Similarly, a combination of Fe(NO 3 ) 3 and silica gel regenerated aldehydes and ketones from 1,3-dithianes and 1,3-dithiolanes under an inert atmosphere (Table , entry 7, 8). , In the case of aromatic substrates, the electronic property of the substituents and their position on the benzene ring did not affect the rate nor the product selectivity. It is important to point out that in the absence of silica gel, the reaction was sluggish.…”

“…Similarly, a combination of Fe(NO 3 ) 3 and silica gel regenerated alde- hydes and ketones from 1,3-dithianes and 1,3dithiolanes under an inert atmosphere (Table 23, entry 7, 8). 225,226 In the case of aromatic substrates, the electronic property of the substituents and their position on the benzene ring did not affect the rate nor the product selectivity. It is important to point out that in the absence of silica gel, the reaction was sluggish.…”