- Controlling Chemoselectivity of Catalytic Hydroboration with Light
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The ability to selectively react one functional group in the presence of another underpins efficient reaction sequences. Despite many designer catalytic systems being reported for hydroboration reactions, which allow introduction of a functional handle fo
- Bergamaschi, Enrico,Chen, Yi-Kai,Hohenadel, Melissa,Lunic, Danijela,McLean, Liam A.,Teskey, Christopher J.
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- Visible Light-Driven, Copper-Catalyzed Aerobic Oxidative Cleavage of Cycloalkanones
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A visible light-driven, copper-catalyzed aerobic oxidative cleavage of cycloalkanones has been presented. A variety of cycloalkanones with varying ring sizes and various α-substituents reacted well to give the distal keto acids or dicarboxylic acids with moderate to good yields.
- Xin, Hong,Duan, Xin-Hua,Yang, Mingyu,Zhang, Yiwen,Guo, Li-Na
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p. 8263 - 8273
(2021/06/30)
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- Ir(NHC)-Catalyzed Synthesis of β-Alkylated Alcohols via Borrowing Hydrogen Strategy: Influence of Bimetallic Structure
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Multi N-heterocyclic carbene(NHC)-modified iridium catalysts were employed in the β-alkylation of alcohols; dimerization of primary alcohols (Guerbet reaction), cross-coupling of secondary and primary alcohols, and intramolecular cyclization of alcohols. Mechanistic studies of Guerbet reaction, including kinetic experiments, mass analysis, and density functional theory (DFT) calculation, were employed to explain the fast reaction promoted by bimetallic catalysts, and the dramatic reactivity increase of monometallic catalysts at the late stage of the reaction. (Figure presented.).
- Sung, Kihyuk,Lee, Mi-hyun,Cheong, Yeon-Joo,Kim, Yu Kwon,Yu, Sungju,Jang, Hye-Young
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supporting information
p. 3090 - 3097
(2021/05/10)
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- Inter- and intramolecular hydroacylation of alkenes employing a bifunctional catalyst system
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Based on a conceptually innovative bifunctional P,N ligand, an efficient protocol for the rhodium-catalyzed inter- and intramolecular hydroacylation of alkenes has been developed.
- Vautravers, Nicolas R.,Regent, Damien D.,Breit, Bernhard
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supporting information; experimental part
p. 6635 - 6637
(2011/06/27)
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- Oxidative cleavage of alkenes using an in situ generated iodonium ion with oxone as a terminal oxidant
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A facile and operationally convenient catalytic procedure for oxidative cleavage of alkenes is described. In situ formed [hydroxy(4-carboxyphenyl) iodonium]ion, 2, from the oxidation of 4-iodobenzoic acid, 1, has been shown to facilitate the cleavage of a variety of alkenes in presence of Oxone as a co-oxidant. Optimization of the reaction conditions using 1-phenyl-1- cyclohexene, 3, and the competitive oxidative cleavage of different substrates using the optimized conditions has uncovered important mechanistic details of the reaction.
- Thottumkara, Prem P.,Vinod, Thottumkara K.
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supporting information; experimental part
p. 5640 - 5643
(2011/02/27)
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- Retro-claisen condensation with FeIII as catalyst under solvent-free conditions
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An iron(III) salt catalyzed retro-Claisen condensation between an alcohol and a 1,3-diketone was investigated. The mechanism involves the formation of a metal-induced sixmembered cyclic transition state and cleavage of the C sp2-Csp3 bond. Regioselective esterification and one-pot couversion of silyl ethers into esters with good yields was observed. Simple reaction conditions, high yields, and broad scope of the reaction illustrate the good synthetic utility of this method.
- Rao, Chitturi Bhujanga,Rao, Dasireddi Chandra,Babu, Dokuburra Chanti,Venkateswarlu, Yenamandra
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supporting information; experimental part
p. 2855 - 2859
(2010/08/05)
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- Benzylic carbon oxidation by an in situ formed o-iodoxybenzoic acid (IBX) derivative
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Benzylic C-H bonds are selectively oxidized to the corresponding carbonyl functionalities using catalytic quantities of 2-iodobenzoic acid (2IBAcid) and Oxone. The reported procedure tolerates different functional groups and operates under mild conditions. A radical mechanism is proposed for the transformation and evidence supporting the proposed mechanism is also presented. Georg Thieme Verlag Stuttgart.
- Ojha, Lawanya R.,Kudugunti, Shashi,Maddukuri, Padma P.,Kommareddy, Amitha,Gunna, Meena R.,Dokuparthi, Praveen,Gottam, Hima B.,Botha, Kiran K.,Parapati, Divya R.,Vinod, Thottumkara K.
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scheme or table
p. 117 - 121
(2009/05/30)
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- Nickel-catalyzed carboxylation of organozinc reagents with CO2
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(Chemical Equation Presented) An efficient nickel catalyst system for the carboxylation of organozinc reagents with CO2 under very mild conditions has been developed. The catalyst system complements the conventional methods and enables the dire
- Ochiai, Hidenori,Jang, Minsul,Hirano, Koji,Yorimitsu, Hideki,Oshima, Koichiro
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scheme or table
p. 2681 - 2683
(2009/05/26)
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- Reactions between weinreb amides and 2-magnesiated oxazoles: A simple and efficient preparation of 2-acyl oxazoles
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(Chemical Equation Presented) Treatment of oxazole or 5-aryl oxazoles with i-PrMgCl smoothly generates the corresponding 2-Grignard reagents, which react with Weinreb amides to provide exclusively 2-acyl oxazole products.
- Pippel, Daniel J.,Mapes, Christopher M.,Mani, Neelakandha S.
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p. 5828 - 5831
(2008/02/09)
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- Structurally simple trichostatin A-like straight chain hydroxamates as potent histone deacetylase inhibitors
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A series of new, structurally simple trichostatin A (TSA)-like straight chain hydroxamates were prepared and evaluated for their ability to inhibit partially purified human histone deacetylase 1 (HDAC-1). Some of these compounds such as 8m, 8n, 12, and 15
- Woo, Soon Hyung,Frechette, Sylvie,Khalil, Elie Abou,Bouchain, Giliane,Vaisburg, Arkadii,Bernstein, Naomy,Moradei, Oscar,Leit, Silvana,Allan, Martin,Fournel, Marielle,Trachy-Bourget, Marie-Claude,Li, Zuomei,Besterman, Jeffrey M.,Delorme, Daniel
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p. 2877 - 2885
(2007/10/03)
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- Liquid Crystalline Properties of Cholesteryl ω-Arylalkanoates
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The thermal properties of the homologous series of cholesteryl ω-(4-benzoylphenyl)- (I), ω-(4-benzylphenyl)- (II), ω-benzoyl- (III), and ω-phenoxyalkanoate (IV) have been investigated.For series I and II the cholesteric-isotropic (Ch-I) transition temperatures, enthalpies, and entropies show a remarkable alternation.For series III and IV, the transition temperatures, enthalpies, and entropies exhibit weak alternation and their trends are opposite to those for series I and II, and the cholesteryl ω-phenylalkanoates.The cholesteric-isotropic transition temperatures are discussed in terms of the geometrical and electrical alternations stemming from the terminal aryl groups, and also the relative importance between these two terms.
- Koden, Mitsuhiro,Miyake, Shiro,Takenaka, Shunsuke,Kusabayashi, Shigekazu
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p. 2387 - 2390
(2007/10/02)
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