- Lanthanide-Catalyzed Tandem Addition of Amines to Cyanoalkenes: Synthesis of Cyclic Amidines
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A tandem insertion of aliphatic nitriles and unactivated alkenes to the N-H bond of secondary aliphatic amines catalyzed by simple trialkyl rare-earth metal complexes was disclosed. This reaction provides a highly atom-economic and stereoselective way to a range of cyclic amidines under mild reaction conditions.
- Hou, Jinsong,Yang, Gaosheng,Chai, Zhuo
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supporting information
p. 453 - 463
(2022/01/04)
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- Green Organocatalytic Synthesis of Indolines and Pyrrolidines from Alkenes
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Employing a green and efficient 2,2,2-trifluoroacetophenone-catalyzed oxidation of alkenes, which utilizes H2O2 as the green oxidant, a novel and sustainable synthesis of indolines and pyrrolidines was developed. This constitutes a cheap, general and environmentally-friendly protocol for the synthesis of substituted nitrogen-containing heterocycles. A variety of substitution patterns, both aromatic and aliphatic moieties, are well tolerated leading to the desired nitrogen heterocycles in good to excellent yields. (Figure presented.).
- Theodorou, Alexis,Kokotos, Christoforos G.
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supporting information
p. 1577 - 1581
(2017/05/05)
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- A new synthesis of pyrrolidines by way of an enantioselective Mannich/diastereoselective hydroamination reaction sequence
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A new two-step synthesis of highly substituted pyrrolidines has been developed. Chiral silane Lewis acid promoted enantioselective Mannich reactions of silyl ketene imines with acylhydrazones may be used to access bishomoallylic benzoic hydrazides that in
- Baxter Vu, Jenny M.,Leighton, James L.
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supporting information; experimental part
p. 4056 - 4059
(2011/09/21)
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- Mild, rhodium-catalyzed intramolecular hydroamination of unactivated terminal and internal alkenes with primary and secondary amines
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We report a series of mild, rhodium-catalyzed hydroaminations of unactivated olefins with primary and secondary alkylamines to form the corresponding five- and six-membered products in excellent yields. The reactions form exclusively the product from hydroamination without competitive oxidative amination or olefin isomerization with catalysts generated from a biaryl dialkyl phosphine and an analogue of Xantphos. A variety of functional groups were tolerated by the hydroamination process, including hydroxyl, halo, cyano, and carboalkoxyl groups. Copyright
- Liu, Zhijian,Hartwig, John F.
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p. 1570 - 1571
(2008/09/17)
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- Alkyliron and Alkylcobalt Reagents, IV.- High Superiority of Me4CoLi2 and Me4FeLi2 in Comparison to Me2CuLi and Me4MnLi2 in Cross Coupling Reactions with Vinyl Bromides
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The complexes Me4MLi2 (M = Co, Fe, Mn) and Me2CuLi (prepared in situ, but well-known in isolated form) were treated with a series of vinyl bromides.In nearly all cases Me4CoLi2 and Me4FeLi2 proved to by far the best methylating reagents (high yields, reaction at -78 deg C, short reaction time, no excess of the reagent necessary.These reagents will tolerate a hydroxy or cyano group in the substrate, whereas the classical reagent for methylation of vinyl bromides, Me2CuLi, is strongly inhibited by these groups.With the methylation of hydroxyvinyl bromides a new method was found for the synthesis of allyl alcohols. Key Words: Organocobalt complexes / Organoiron complexes
- Kauffmann, Thomas,Stach, Dirk
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p. 913 - 922
(2007/10/02)
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- Indane derivative and perfumery composition comprising the same
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Indane derivatives useful as fragrance-imparting components are disclosed. The represented indane derivatives by the formula (I), STR1 wherein ring A is a benzene or cyclohexane ring and R1 is a hydrogen atom, an alkyl group having 1-4 carbon a
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- 1,1-dimethyl-3-hydroxymethylindane and perfumery composition comprising the same
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A novel 1,1-dimethyl-3-hydroxymethylindane represented by formula (I) is disclosed. STR1 A perfumery composition comprising the same is also disclosed. The compound represented by formula (I) of the present invention possesses a lasting floral, fruity, he
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- ALLYLATION AND OXIDATION REACTIONS PROMOTED BY COBALT(ll) COMPLEXES.
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Two examples of radical reactions involving cobalt complexes are described.The first one concerns the reactions of allylcobaloximes with 2-bromo 2-phenylacetonitriles leading to the corresponding monoallyl derivatives.It is shown that both the rate and regioselectivity of the reactions are affected by the nature of the substituents on the phenyl group : electron-withdrawing groups give higher rates and highly regiospecific reactions.The second type of radical reactions wich finds useful synthetic applications is the oxidation of phenols by O2 catalysed by Schiff base cobalt complexes.By choosing carefully the catalyst and the solvent, these oxidations can be highly selective, quinones being the major oxidation products in most cases.
- Gaudemer, A.,Nguyen-Van-Duong, K.,Shahkarami, N.,Achi, S. S.,Frostin-Rio, M.,Pujol, D.
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p. 4095 - 4106
(2007/10/02)
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