1. Nucleosides Nucleotides Nucleic Acids. 2015;34(5):361-70. doi: 10.1080/15257770.2014.1001855. Nucleoside azide-alkyne cycloaddition reactions under solvothermal conditions or using copper vials in a ball mill.
ment, the ball and vessel were weighted and no significant change in weight, nor adepreciation of the yield over time was noticed. They therefore concludethat the co-catalysis is indeed happening on the surface of the reaction vial. The Jiang group, while working on cross-dehydrogenative-coupling reactions with alkynes (Figure 1B), came across the
Mechanochemical Indole Synthesis by Rhodium-Catalysed Oxidative Coupling of Acetanilides and Alkynes under Solventless Conditions in a Ball Mill G. N. Hermann, C. L. Jung, C. Bolm, Green Chem. 2017, 19, 2520 - 2523.
2.2 Planetary Ball Mill Machine Ball mills are classi˚ed into drum ball mills, jet─mills, bead─mills, vibration ball mills, planetary ball mills, horizontal rotary ball mills, and mixer mills, among others. The hydrogen generation reaction described herein can be achieved using a planetary ball mill, which creates high mechanochemical
Alkynes such as oct-4-yne also showed a moderate acceleration effect (66% yield). ... Whereas the palladium-catalyzed cross-coupling of neat …
Nucleoside azide-alkyne cycloaddition reactions under solvothermal conditions or using copper vials in a ball mill. Cummings AJ(1), Ravalico F, McColgan-Bannon KI, Eguaogie O, Elliott PA, Shannon MR, Bermejo IA, Dwyer A, Maginty AB, Mack J, Vyle JS.
Solvent-free reactions of alkynes in ball mills: It is definitely more than mixing. We need to talk: The case for a multidisciplinary approach to designing green policy. A database tool for process chemists and chemical engineers to gauge the material and synthetic efficiencies of synthesis plans to industrially important targets.
A method for the Glaser coupling reaction of alkynes by using a vibration ball mill has been developed. The procedure avoids the use of ligands and solvents during the reaction. Aryl- and alkyl-substituted terminal alkynes undergo homocoupling if coground with KF-Al(2)O(3) and CuI as a milling auxil …
On the ball: The formation of heterocycles by cascade reactions in ball mills is investigated (see scheme). In addition to a study of the reaction conditions (such as stress mode or reaction temperat...
The synthesis of strained aromatic molecules from strain-free precursors is a challenging task. This requires the natural trigonal planar geometry of the sp 2-hybridised carbon atoms to become non ...
Very selective reactions have also been demonstrated inside ball mills, such as synthesising highly-strained cyclopropenes without the need for the usual blocking groups to prevent side reactions. Mack's lab ground alkynes and diazoacetates together in a vessel lined with either silver or copper foil – the heterogeneous catalyst.
Mechanochemical indole synthesis by rhodium-catalysed oxidative coupling of acetanilides and alkynes under solventless conditions in a ball mill G. N. Hermann, C. L. Jung and C. Bolm, Green Chem., 2017, 19, 2520 DOI: 10.1039/C7GC00499K
A method for the Glaser coupling reaction of alkynes by using a vibration ball mill has been developed. The procedure avoids the use of ligands and solvents during the reaction. Aryl‐ and alkyl‐substituted terminal alkynes undergo homocoupling if coground with KF–Al2O3 and CuI as a milling auxiliary and catalyst. Furthermore, an alternative protocol has been …
alkynes and azides in a planetary ball mill is reported. Synthetic chemistry carried out in ball mills has attracted. increasing attention within the last years, as indicated by the.
Additionally, polymerization reactions were also conducted in the ball mill by combining bis-alkynes with 1,12-diazidododecane in the presence of Cu(OAc) 2 and sodium ascorbate as the reductant. 55. Download : Download full-size image; Scheme 2. Mechanochemical click reaction catalyzed by: (a) catalyst Cu(OAc) 2 55 and (b) copper milling ...
S3 General procedure General Procedure: Mechanochemical indole synthesis. Acetanilide (1, 0.6 mmol), alkyne (2, 2.0 equiv.), [Cp*Rh(MeCN)3][SbF 6] 2 (5.0 mol%) and Cu(OAc) 2 (2.5 mol%) were transferred to a ball milling vessel (ZrO 2, 20 mL) loaded with 30 grinding balls (ZrO 2, diameter: 5 mm).The ball milling vessel was flushed with dioxygen and …
Copper nanoparticles as an efficient, inexpensive catalyst were prepared via ball milling for synthesis of β-carbonyl 1, 2, 3-triazoles from azido alcohol by click reaction in water. An extensive range of raw materials such as sodium azide, phenacyl bromide, epichlorohydrin, and terminal alkynes were used. Complete reduction of CuO in presence of NaBH4 was done via …
2.2. Indole Synthesis. Zille et al. [] reported a good Sonogashira reaction method under solvent free conditions involving the reaction of o-iodoaniline and terminal alkynes using ZnBr 2 as catalyst to afford 2-alkynylanilines in a planetary ball mill at 800 rpm for 30 min ().Rhodium (III)-catalyzed oxidative cyclization of acetanilides and non-terminal alkynes using dioxygen as a …
Nucleoside Azide-Alkyne Cycloaddition Reactions Under Solvothermal Conditions or Using Copper Vials in a Ball Mill Andrew J. Cummings, Francesco Ravalico, Kegan I. S. McColgan-Bannon, Olga Eguaogie, P. Alain Elliott, Matthew R. Shannon, Iris A. Bermejo, Angus Dwyer, Amanda B. Maginty, James Mack, Joseph S. Vyle
In the last years, numerous protocols have been published using ball milling for organic synthesis. Compared to other methods such as microwave or ultrasound irradiation and ionic liquids, ball mill chemistry is an economical, and ecofriendly method in organic synthesis that is rather underrepresented in the knowledge of organic chemists. The aim of this review is to …
Conventional solution-phase synthesis of thioglycosides from glycosyl acetates and thiols in the presence of In(III) triflate as reported for benzyl thioglucoside failed when applied to the synthesis of phenolic and alkyl thioglycosides. But, it was achieved in high efficiency and diastereospecificity with ease by solvent-free grinding in a ball mill.
In this work, a novel C(sp 3 )–C(sp 2 ) cross-dehydrogenative-coupling method is developed to react benzoxazin-2-one derivatives with various indoles. As a result, combined use of ball milling and Fe( ii ) catalysis leads to rapid coupling of 1,4-benzoxazinones with derivatives of indole. Under the conditions, derivatives of 1 couple with various indoles at room temperature to …
A method for the Glaser coupling reaction of alkynes by using a vibration ball mill has been developed. The procedure avoids the use of ligands and solvents during the reaction. Aryl- and alkyl-substituted terminal alkynes undergo homocoupling if coground with KF–Al 2 O 3 and CuI as a milling auxiliary and catalyst.
Organo-gold(III) compounds have been applied in a wide range of research areas including synthetic, physical, and medicinal chemistry [1,2,3,4].An important subset of this class of compounds comprises cyclometalated [C^N^CAu III] complexes [], which have attracted interest as chemical probes in biology [], as luminescent [] and often also mechanochromic materials, …
Unsaturated Hydrocarbons. Lecture Outline Class odds and ends Defining unsaturation in hydrocarbons Naming alkenes and alkynes Cis and trans isomers Reactions of alkenes and alkynes o Hydrogenation o Halogenation o Hydrohalogenation o hydration Polymers Aromatic compounds Properties of aromatic compounds 1. Unsaturated Hydrocarbons …
Hydroamination Reactions of Alkynes with ortho-Substituted Anilines in Ball Mills: Synthesis of Benzannulated N-Heterocycles by a Cascade Reaction Maik Weiße, Institute for Technical Chemistry and Environmental Chemistry, Friedrich Schiller University Jena, Lessingstrasse 12, 07743 Jena (Germany)
Mechanochemical Indole Synthesis by Rhodium-Catalysed Oxidative Coupling of Acetanilides and Alkynes under Solventless Conditions in a Ball Mill G. N. Hermann, C. L. Jung, C. Bolm, Green Chem. 2017, 19, 2520–2523.