24396-24-5Relevant articles and documents
MOF-808 as a recyclable catalyst for the photothermal acetalization of aromatic aldehydes
Rabon, Allison M.,Doremus, Jared G.,Young, Michael C.
supporting information, (2021/04/02)
Metal-organic frameworks (MOFs) show promise for catalysis applications due to their porosity, high internal surface area, and structural adaptability. Typical acetylation reactions of aldehydes require elevated temperatures and excess alcohol to drive the reactions to completion. In this current work, MOF-808 is used as a heterogeneous catalyst for acetylation of aldehydes in methanol using a mild photothermal process. Optimized conditions gave 72% yield of 2-(dimethoxymethyl)naphthalene in the presence of 10 mol% MOF-808 at 45 °C using only a fluorescent lamp. MOF-808 can be recycled up to 5 times with no loss in catalytic activity. A proof-of-principle substrate scope demonstrates the potential utility for aromatic and aliphatic substrates.
Stereodivergent access to all four stereoisomers of chiral tetrahydrobenzo[f] [1,4]oxazepines, through highly diastereoselective multicomponent Ugi-Joullié reaction
Pinna, Alessandro,Basso, Andrea,Lambruschini, Chiara,Moni, Lisa,Riva, Renata,Rocca, Valeria,Banfi, Luca
, p. 965 - 972 (2020/01/23)
Starting from easily accessible chiral enantiopure 1,2-amino alcohols and salicylaldehydes, a concise route to cyclic imines has been developed. These chiral cyclic imines undergo a highly diastereoselective Ugi-Joullié reaction to give trans tetrahydrobe
Utilization of hexabromoacetone for protection of alcohols and aldehydes and deprotection of acetals, ketals, and oximes under UV irradiation
Chaiseeda, Kittichai,Chantharadet, Ladawan,Chavasiri, Warinthorn
, p. 1305 - 1323 (2017/10/30)
Hexabromoacetone (HBA) was efficiently used for the protection of alcohols and aldehydes and deprotection of benzaldehyde dimethyl acetal, solketal, and other acetals and ketals. In only 10?min, the protection of glycerol yielded 90% of solketal and protection of benzaldehyde gave 95% of benzaldehyde dimethyl acetal. The deprotection of benzaldehyde dimethyl acetal under UV irradiation gave over 90% yield of benzaldehyde within 15?s using only 2.5?mol% of HBA. HBA was also successfully used for deoximation. Solvent was found to play an important role in the efficiency of HBA for these reactions.