- Chlorotrifluoromethylation of Terminal Olefins by Atom Transfer-Type Radical Reaction Catalyzed by Cobalt Complexes
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A cobalt porphyrin-catalyzed chlorotrifluoromethylation reaction of olefins is described. The use of CF3SO2Cl as the CF3 radical source and a cobalt catalyst enabled the selective addition of CF3 radicals under thermal conditions. Various functional groups such as esters and Ar–X moieties, which can be reactive with low valent transition metal catalysts, were well-tolerated in this catalytic process. A highly functionalized alkaloid derivative was also tolerated as a substrate. As a demonstration of the bio-inspired catalytic system, catalytic usage of vitamin B12, which is the commercially available form of the natural cobalt porphyrinoid, was employed, and diastereoselective chlorotrifluoromethylation of the alkaloid molecule was achieved.
- Maeda, Kazuki,Kurahashi, Takuya,Matsubara, Seijiro
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supporting information
p. 4613 - 4616
(2019/07/18)
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- Synthesis and in vitro growth inhibition of 2-allylphenol derivatives against Phythopthora cinnamomi rands
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Phytophthora cinnamomi is a phytopathogen that causes extensive damage in different crops, and therefore, produces important economic losses all around the world. Chemical fungicides are a key factor for the control of this disease. However, ecological an
- Olea, Andrés F.,Espinoza, Luis,Sedan, Claudia,Thomas, Mario,Martínez, Rolando,Mellado, Marco,Carrasco, Héctor,Díaz, Katy
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- Laboratory evaluation of natural and synthetic aromatic compounds as potential attractants for male mediterranean fruit fly, ceratitis capitata
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Ceratitis capitata, the Mediterranean fruit fly, is one of the most serious agricultural pests worldwide responsible for significant reduction in fruit and vegetable yields. Eradication is expensive and often not feasible. Current control methods include
- Tabanca, Nurhayat,Masi, Marco,Epsky, Nancy D.,Nocera, Paola,Cimmino, Alessio,Kendra, Paul E.,Niogret, Jerome,Evidente, Antonio
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- Iron-catalyzed olefin hydrogenation at 1 bar H2 with a FeCl3-LiAlH4 catalyst
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The scope and mechanism of a practical protocol for the iron-catalyzed hydrogenation of alkenes and alkynes at 1 bar H2 pressure were studied. The catalyst is formed from cheap chemicals (5 mol% FeCl3-LiAlH4, THF). A homogeneous mechanism operates at early stages of the reaction while active nanoparticles form upon ageing of the catalyst solution. This journal is
- Gieshoff, Tim N.,Villa, Matteo,Welther, Alice,Plois, Markus,Chakraborty, Uttam,Wolf, Robert,Jacobi Von Wangelin, Axel
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supporting information
p. 1408 - 1413
(2015/03/18)
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- METATHESIS CATALYSTS AND REACTIONS USING THE CATALYSTS
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The invention relates to a method of forming an olefin from a first olefin and a second olefin in a metathesis reaction, comprising step (i): (i) reacting the first olefin with the second olefin in the presence of a compound that catalyzes said metathesis reaction such that the molar ratio of said compound to the first or the second olefin is from 1:500 or less, and the conversion of the first or the second olefin to said olefin is at least 50%,characterized in that as compound that catalyzes said metathesis reaction a compound of the following formula is used: wherein M is Mo or W; R1 is aryl, heteroaryl, alkyl, or heteroalkyl; optionally substituted; R2 and R3 can be the same or different and are hydrogen, alkyl, alkenyl, heteroalkyl, heteroalkenyl, aryl, or heteroaryl; optionally substituted; R5 is alkyl, alkoxy, heteroalkyl, aryl, heteroaryl, silylalkyl, silyloxy, optionally substituted; and R4 is a residue R6—X—, wherein X═O and R6 is aryl, optionally substituted; or X═S and R6 is aryl, optionally substituted; or X═O and R6 is (R7, R8, R9)Si; wherein R7, R8, R9 are alkyl or phenyl, optionally substituted; or X═O and R6 is (R10, R11, R12)C, wherein R10, R11, R12 are independently selected from phenyl, alkyl; optionally substituted; and to the catalysts used in the method.
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Paragraph 0413 - 0415
(2014/10/29)
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- The attempted stereoselective synthesis of chiral 2,2′-biindoline
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The attempted first stereoselective synthesis of 2,2′-biindoline using a metathesis-Sharpless asymmetric dihydroxylation strategy results in the synthesis of the heterocycle in poor to modest stereoselectivity. Attempts to improve the ee by varying the he
- Gresser, Mary J.,Wales, Steven M.,Keller, Paul A.
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experimental part
p. 6965 - 6976
(2010/09/18)
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- Palladium-catalyzed allylic acyloxylation of terminal alkenes in the presence of a base
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"Chemical Equation Presentation" The efficiency and the selectivity of the Pd-catalyzed oxidation, in carboxylic acids, of terminal alkenes are strongly improved in the presence of a base. The methodology is particularly well adapted for the oxidation of homoallylic alcohols, for which the resulting acyloxylated products are obtained selectively as E-isomers in fair to good yields. 2010 American Chemical Society.
- Thiery, Emilie,Aouf, Chahinez,Belloy, Julien,Harakat, Dominique,Bras, Jean Le,Muzart, Jacques
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supporting information; experimental part
p. 1771 - 1774
(2010/05/01)
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- Stereoselective synthesis of benzannulated spiroketals: Influence of the aromatic ring on reactivity and conformation
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Image Presented A systematic stereocontrolled synthesis of benzannulated spiroketals has been developed, using kinetic spirocyclization reactions of glycal epoxides, leading to a new AcOH-induced cyclization and valuable insights into the reactivity and c
- Liu, Guodong,Wurst, Jacqueline M.,Tan, Derek S.
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supporting information; experimental part
p. 3670 - 3673
(2011/03/18)
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- Polymer-supported gadolinium triflate as a convenient and efficient Lewis acid catalyst for acetylation of alcohols and phenols
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A polymer-supported gadolinium triflate (CMPS-IM-Gd) catalyst was prepared from chloromethyl polystyrene (CMPS) resin using a simple and convenient procedure. This polymeric catalyst was used as an efficient Lewis acid catalyst for the acetylation of various alcohols and phenols with acetic anhydride, affording high yields under mild conditions. The reaction was completed in a short period of time with small amounts of the catalyst. The catalyst was reused over 10 times without any significant loss of its catalytic activity.
- Yoon, Hyo-Jin,Lee, Sang-Myung,Kim, Jong-Ho,Cho, Hong-Jun,Choi, Jung-Woo,Lee, Sang-Hyeup,Lee, Yoon-Sik
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p. 3165 - 3171
(2008/09/20)
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- The synthesis of phenolic propane-1, 2- and 1,3-diols as intermediates in immobilised chelatants for the borate anion
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The isomeric 3-(hydroxyphenyl)propane-1, 2-diols have been synthesised from allylic precursors by epoxidation and cleavage. Several different methods have been examined for obtaining 1-(methoxyphenyl)propane-1, 3-diols. 2-(methoxyphenyl)propane-1, 3-diols and certain hydroxy analogues have been obtained from benzaldoximes converted by oxidation to methoxy- and benzyloxynitromethylbenzenes followed by hydroxymethylation with formaldehyde and catalytic hydrogenation.
- Tyman, John H. P.,Payne
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p. 691 - 695
(2007/10/03)
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- Iodine as an extremely powerful catalyst for the acetylation of alcohols under solvent-free conditions
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Iodine was found to promote quantitative acetylation of alcohols in a very short time with an equimolar amount of acetic anhydride under solvent-free conditions at room temperature.
- Phukan, Prodeep
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p. 4785 - 4787
(2007/10/03)
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