- Synthesis of n-alkyl terminal halohydrin esters from acid halides and cyclic ethers or thioethers under solvent- and catalyst-free conditions
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An efficient and eco-friendly protocol has been developed for the preparation of n-alkyl terminal halohydrin esters under solvent- and catalyst-free conditions. Ring opening of cyclic ethers by organic acid halides affords the 1,4- and 1,5-halohydrins, OH-protected by different acyl groups. The green reaction conditions, simple work-up procedures, high yields and broad substrate scope of the reaction highlight the positive features of this method. This journal is
- Venkatesham, Kunuru,Chanti Babu, Dokuburra,Bharadwaj, Tatipamula Vinay,Bunce, Richard A.,Rao, Chitturi Bhujanga,Venkateswarlu, Yenamandra
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p. 51991 - 51994
(2014/12/11)
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- Improved procedure for the synthesis of gem-diiodoalkanes by the alkylation of diiodomethane. Scope and limitations
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(Chemical Equation Presented) Functionalized gem-diiodoalkanes are obtained in good to excellent yields by employing a convenient modified procedure for the alkylation of NaCHI2 with alkyl iodides. Complete conversion to the diiodide is reliably obtained, avoiding a problematic separation of any remaining iodide starting material. Functional group tolerance toward olefins, acetals, ethers and silyl ethers, carbamates, and hindered esters is demonstrated. The use of an excess of LiCHI2 allows complete conversion of allyl and benzyl bromides with minimal elimination from the diiodide product.
- Bull, James A.,Charette, Andre B.
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p. 8097 - 8100
(2008/12/22)
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- New coupling reactions of some acyl chlorides with samarium diiodide in the presence of samarium: Carbinols from three acyl units
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A mixture of samarium(II) iodide and samarium can induce a coupling reaction of three molecules of alkanoyl halide to give trialkylcarbinols of 2-hydroxy-1,3-diones. When aliphatic, unbranched alkanoyl chlorides are used, this new coupling reaction provides trimeric products as the main reaction products. Tetrahydropyran (THP) proved superior as the solvent because no ring-opening and subsequent reaction with the alkanoyl halides was observed under the reaction conditions, unlike when THF was used. Wiley-VCH Verlag GmbH, 2000.
- Clausen, Christian,Weidner, Ingo,Butenschoen, Holger
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p. 3799 - 3806
(2007/10/03)
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- A Synthetic Study towards (5R*, 6S*)-6-(2-Indenyl)spirodecan-2-one
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The title compound is an immediate precursor to the model compounds designed for probing the elusive hydroxy-carbanion interaction.The relative configuration of the spirocycle is controlled by a contrasteric alkylation of methyl 2-alkoxymethylcyclohexanec
- Wu, Yikang,Ahlberg, Per
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p. 364 - 374
(2007/10/02)
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- Synthesis of α-Hydroxy Ketones by Samarium(II) Iodide-Mediated Coupling of Organic Halides, an Isocyanide, and Carbonyl Compounds
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A new strategy for the synthesis of α-hydroxy ketones by samarium(II) iodide-mediated three-component coupling of organic halides, an isocyanide, and carbonyl compounds is disclosed.An (α-iminoalkyl)samarium(III) species is generated in situ by treatment
- Murakami, Masahiro,Kawano, Teiji,Ito, Hajime,Ito, Yoshihiko
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p. 1458 - 1465
(2007/10/02)
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- SELECTIVE CLEAVAGE OF ETHERS BY SODIUM IODIDE - ACYL CHLORIDE
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Cyclic and acyclic ethers are regioselectively cleavaged at less substituted α-carbon-oxygen bond in the absence of Lewis acid by the reagent system of sodium iodide and acyl chlorides.
- Oku, Akira,Harada, Toshiro,Kita, Kazuhiro
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p. 681 - 684
(2007/10/02)
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