5689-71-4Relevant articles and documents
A Direct Method for the Efficient Synthesis of Benzylidene Acetal at Room Temperature
Reddy, Narra Rajashekar,Kumar, Rashmi,Baskaran, Sundarababu
supporting information, p. 1548 - 1552 (2019/01/09)
For the first time, a metal-free direct method has been developed for the efficient synthesis of benzylidene acetal at room temperature using Dowex 50WX8 as a solid acid catalyst and Cl3CCN as a novel water scavenger. At room temperature, a wide variety of aryl and α,β-unsaturated aldehydes react readily with functionalized 1,2- and 1,3-diols to furnish the corresponding acetals in very good yields. Labile functional groups, like N-Boc, N-Cbz, -OTBDMS, -OBn, -N3 and acetonide are found to be stable under the reaction conditions. The versatility of this method is further demonstrated with carbohydrate substrates and optically active diols.
Cyclopentyl methyl ether-NH4X: A novel solvent/catalyst system for low impact acetalization reactions
Azzena, Ugo,Carraro, Massimo,Mamuye, Ashenafi Damtew,Murgia, Irene,Pisano, Luisa,Zedde, Giuseppe
supporting information, p. 3281 - 3284 (2015/06/25)
Cyclopentyl methyl ether, a low impact ether forming a positive azeotrope with water, was successfully employed as a solvent in the synthesis of 1,3-dioxanes and 1,3-dioxolanes carried out under Dean-Stark conditions by the acetalization of aliphatic and aromatic aldehydes or ketones, employing ammonium salts as environmentally friendly acidic catalysts.
Mesoporous poly-melamine-formaldehyde (mPMF)-a highly efficient catalyst for chemoselective acetalization of aldehydes
Tan, Mei Xuan,Gu, Liuqun,Li, Nannan,Ying, Jackie Y.,Zhang, Yugen
, p. 1127 - 1132 (2013/06/05)
A mesoporous poly-melamine-formaldehyde polymer with a high surface area, good porosity and a high density of amine and triazine functional groups was investigated as a highly efficient hydrogen-bonding catalyst. This porous organic polymer was found to be highly effective in catalyzing chemoselective acetalization of aldehydes, without the consumption of any dehydrating agents. The turnover frequency of mesoporous poly-melamine-formaldehyde is hundreds of times higher than melamine monomer, and this high efficiency is due to the high density of aminal (-NH-CH2-NH-) groups and triazine rings in the polymer network, which provides an inherently powerful system with multiple hydrogen bonds. This unique characteristic imparts mesoporous poly-melamine-formaldehyde polymer with a very high activity as a heterogeneous organocatalyst. The polymer is also low cost, and easy to be synthesized and recycled.