2403-50-1Relevant articles and documents
Formation of dioxolane on the surface of silica-sulphuric acid in dry media - Chemoselective protection of aryl aldehydes
Saha, Manabendra,Roy, Sanchita,Chaudhuri, Subrata Kumar,Bhar, Sanjay
, p. 1989 - 1993 (2007)
Chemoselective protection of aryl aldehydes can be accomplished through the formation of dioxolane on the surface of silica-sulphuric acid under solvent-free conditions where aliphatic aldehydes, dialkyl ketones, aryl alkyl ketones, and diaryl ketones rem
Preparation of aromatic ethers and dioxolanes under microwave irradiation
Salmoria,Neves,Dall'Oglio,Zucco
, p. 3323 - 3328 (2001)
Aromatic ethers and dioxolane derivatives were prepared in a domestic microwave oven adapted with a Dean-Stark collector. The reactions under microwave heating were shorter in duration than the reactions in conventional methods, confirming the potentiality of microwave energy in liquid chemical preparations.
Structure and surface properties of Ni-Al hydrotalcite-like compounds and their catalytic application in highly selective acetalization at room temperature
Cheng, Shu-Yan,Kou, Jia-Wei,Sun, Kai
, p. 11086 - 11092 (2021)
Ni-Al hydrotalcite-like compounds (Ni-Al HTLCs) containing nitrate anions were synthesized and applied in the acetalization ofp-anisaldehyde with ethylene glycol under mild reaction conditions. The Ni-Al HTLCs showed good selectivity for acetalization and
Synthesis and IR spectroelectrochemical studies of a [60] fulleropyrrolidine-(tricarbonyl)chromium complex: Probing C60 redox states by IR spectroscopy
Andersson, Claes-Henrik,Berggren, Gustav,Ott, Sascha,Grennberg, Helena
, p. 1744 - 1749 (2011)
The synthesis of a new fulleropyrrolidine-(tricarbonyl)chromium complex: 1-methyl-2-(4-methoxyphenyl)-3,4-[60]fulleropyrrolidine-(tricarbonyl)chromium is described together with its characterization by IR, NMR and cyclic voltammetry. IR spectro-electroche
Inhibition by Water during Heterogeneous Br?nsted Acid Catalysis by Three-Dimensional Crystalline Organic Salts
Belokon, Yuri N.,Gak, Alexander,Khakina, Ekaterina,Khrustalev, Victor N.,Korlyukov, Alexander A.,Kuznetsova, Svetlana,Li, Han,Lobanov, Nikolai,Nelyubina, Yulia,North, Michael,Peregudov, Alexander S.,Riazanov, Vladimir,Zhereb, Vladimir
, p. 6364 - 6372 (2021/10/20)
A new self-assembled and self-healing class of metal free, recyclable, heterogeneous Br?nsted acid catalysts has been developed by the protonation of aniline derivatives (tetrakis(4-aminophenyl)methane, leuco-crystal violet, benzidine, and p-phenylenediamine) with aromatic sulfonic acids (tetrakis(phenyl-4-sulfonic acid)methane, and 2,6-naphthalenedisulfonic acid). As a result, five three-dimensional crystalline organic salts (F-1a, F-1b, F-1c, F-2, and F-3) were obtained, linked by hydrogen bonds and additionally stabilized by the opposite charges of the components. Frameworks F-2 and F-3 were prepared for the first time and characterized by elemental analysis, X-ray structural analysis (for F-2), thermogravimetry, SEM, and FTIR spectroscopy. The catalytic activities of crystalline organic salts F-1-3 have been explored in industrially important epoxide ring-opening and acetal formation reactions. The presence of encapsulated water inside frameworks F-1a and F-2 had an inhibitory effect on the performance of the catalysts. X-ray diffraction analysis of hydrated and dehydrated samples of F-1a and F-2 indicated that water of crystallization served as a cross-linking agent, diminishing the substrate induced "breathing"affinities of the frameworks.
Application of poly(Vinylbenzyltrimethylammonium tribromide) resin as an efficient polymeric catalyst in the acetalization and diacetylation of benzaldehydes
Han, Bingbing,Hu, Junjun,Li, Xianwei,Zheng, Zubiao
supporting information, p. 287 - 293 (2021/04/28)
The applications of a new supported tribromide reagent (poly(vinylbenzyltrimethylammonium tribromide) resin) were reported. This supported tribromide resin was used as a catalyst in the acetalization and diacetylation of benzaldehydes under mild conditions with high efficiency. The effects of solvents, and amount of the supported tribromide resin on the reactions were investigated. Under the optimal conditions, most of acetal and 1,1-diacetates of benzaldehydes were selectively obtained in excellent yields.
Alcohol Etherification via Alkoxy Radicals Generated by Visible-Light Photoredox Catalysis
Rivero, Alexandra R.,Fodran, Peter,Ondrejková, Alica,Wallentin, Carl-Johan
supporting information, p. 8436 - 8440 (2020/11/03)
A mechanistically divergent method is described that, employing a commercially available hypervalent iodine(III) reagent, generates alkoxy radicals from 1°, 2°, and 3° alcohols and allows their use in the functionalization of C(sp3)-H and C(sp2)-H bonds. This visible-light photoredox catalysis produces alkyl ethers via 1,5/6-hydrogen atom transfer or aryl ethers via 1,5-addition. This mild methodology provides a practical strategy for the synthesis of acetals, orthoesters, tetrahydrofurans, and chromanes.
Chemoselective Nucleophilic Functionalizations of Aromatic Aldehydes and Acetals via Pyridinium Salt Intermediates
Kawajiri, Takahiro,Kato, Maho,Nakata, Hiroki,Goto, Ryota,Aibara, Shin-Yo,Ohta, Reiya,Fujioka, Hiromichi,Sajiki, Hironao,Sawama, Yoshinari
, p. 3853 - 3870 (2019/03/07)
The development of a novel chemoselective functionalization can diversify the strategy for synthesizing the target molecules. The perfect chemoselectivity between aromatic and aliphatic aldehydes is difficult to achieve by the previous methods. The aromatic aldehyde-selective nucleophilic addition in the presence of aliphatic aldehydes was newly accomplished. Namely, the aromatic aldehyde-selective nucleophilic addition using arenes and allyl silanes proceeded in the presence of trialkylsilyl triflate and 2,2′-bipyridyl, while the aliphatic aldehydes completely remained unchanged. The reactive pyridinium-type salt intermediate derived from an aromatic aldehyde chemoselectively underwent the nucleophilic substitution. Moreover, the aromatic acetals as the protected aldehydes could be directly transformed into similar pyridinium salt intermediates, which reacted with various nucleophiles coexisting with the aliphatic aldehydes.
Highly regioselective α-formylation and α-acylation of BODIPY dyes via tandem cross-dehydrogenative coupling with in situ deprotection
Lv, Fan,Yu, Yang,Hao, Erhong,Yu, Changjiang,Wang, Hua,Boens, No?l,Jiao, Lijuan
supporting information, p. 5121 - 5128 (2019/05/29)
A metal-free C-H formylation and acylation of BODIPY dyes using a variety of dioxolane derivatives as aldehyde equivalents is reported, providing a postfunctionalization method for controllable synthesis of BODIPYs with carbonyl groups at 3,5-positions vi
Utilization of 1,3-Dioxolanes in the Synthesis of α-branched Alkyl and Aryl 9-[2-(Phosphonomethoxy)Ethyl]Purines and Study of the Influence of α-branched Substitution for Potential Biological Activity
Pomeisl, Karel,Pohl, Radek,Snoeck, Robert,Andrei, Graciela,Kre?merová, Marcela
, p. 119 - 156 (2019/01/04)
Syntheses of α-branched alkyl and aryl substituted 9-[2-(phosphonomethoxy)ethyl]purines from substituted 1,3-dioxolanes have been developed. Key synthetic precursors, α-substituted dialkyl [(2-hydroxyethoxy)methyl]phosphonates were prepared via Lewis acid mediated cleavage of 1,3-dioxolanes followed by reaction with dialkyl or trialkyl phosphites. The best preparative yields were achieved under conditions utilizing tin tetrachloride as Lewis acid and triisopropyl phosphite. Attachment of purine bases to dialkyl [(2-hydroxyethoxy)methyl]phosphonates was performed by Mitsunobu reaction. Final α-branched 9-[2-(phosphonomethoxy)ethyl]purines were tested for antiviral, cytostatic and antiparasitic activity, the latter one determined as inhibitory activity towards Plasmodium falciparum enzyme hypoxanthine-guanine-xanthine phosphoribosyltransfesase. In most cases biological activity was only marginal.