30225-78-6Relevant articles and documents
Catalytic properties of a heated ammonium-saturated dioctahedral smectite
Jankovic, L'ubos,Komadel, Peter
, p. 1527 - 1536 (2000)
A series of acid catalysts was prepared by heating of NH4-saturated montmorillonite at 200-600 °C for 24 h. Their catalytic activity was tested in acetylation of 3,4,5-trimethoxybenzaldehyde with acetic anhydride. This reaction is sufficiently
Tungstosulfonic acid as an efficient solid acid catalyst for acylal synthesis for the protection of the aldehydic carbonyl group
Kalla, Reddi Mohan Naidu,Kim, Mi Ri,Kim, Yu Na,Kim, Il
supporting information, p. 687 - 693 (2016/01/12)
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.
Mild and chemoselective synthesis and deprotection of geminal diacetates catalyzed by titanium(IV) halides
Jung, Misuk,Yoon, Jieun,Kim, Hak Sung,Ryu, Jae-Sang
experimental part, p. 2713 - 2720 (2010/10/02)
A novel, mild, and chemoselective method was developed for the preparation of gem-diacetates from aldehydes and acetic anhydride in the presence of titanium(IV) fluoride (1-5 mol%) under solvent-free conditions at room temperature. The reaction showed a high chemoselectivity toward aldehydes in the presence of ketones. Moreover, titanium(IV) fluoride also catalyzed the deprotection of gem-diacetates to the corresponding aldehydes in water. This efficient and simple method has several benefits, including the use of an inexpensive catalyst, solvent-free conditions, mild reaction temperatures, and high yields, which make it both cost-effective and environmentally friendly. Georg Thieme Verlag Stuttgart.
Toward new camptothecins. Part 5: On the synthesis of precursors for the crucial Friedl?nder reaction
Boisse, Thomas,Gavara, Laurent,Hénichart, Jean-Pierre,Rigo, Beno?t,Gautret, Philippe
experimental part, p. 2455 - 2466 (2009/08/07)
The synthesis of potential precursors of ketones, which could be used to obtain camptothecin analogs, is described. Noteworthy is the difference of reactivity between indolizinone and pyrrolidinoquinazolinone heterocycle.