- 4-Methyltetrahydropyran (4-MeTHP): Application as an Organic Reaction Solvent
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4-Methyltetrahydropyran (4-MeTHP) is a hydrophobic cyclic ether with potential for industrial applications. We herein report, for the first time, a comprehensive study on the performance of 4-MeTHP as an organic reaction solvent. Its broad application to organic reactions includes radical, Grignard, Wittig, organometallic, halogen-metal exchange, reduction, oxidation, epoxidation, amidation, esterification, metathesis, and other miscellaneous organic reactions. This breadth suggests 4-MeTHP can serve as a substitute for conventional ethers and harmful halogenated solvents. However, 4-MeTHP was found incompatible with strong Lewis acids, and the C?O bond was readily cleaved by treatment with BBr3. Moreover, the radical-based degradation pathways of 4-MeTHP, THP and 2-MeTHF were elucidated on the basis of GC-MS analyses. The data reported herein is anticipated to be useful for a broad range of synthetic chemists, especially industrial process chemists, when selecting the reaction solvent with green chemistry perspectives.
- Kobayashi, Shoji,Tamura, Tomoki,Yoshimoto, Saki,Kawakami, Takashi,Masuyama, Araki
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p. 3921 - 3937
(2019/11/11)
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- Syntheses of 4-Acetoxy-or acetylthio-2-substituted tetrahydrothiophene
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The generality of a three-step route for the preparation of 4-Acetoxy-2-Alkyltetrahydrothiophenes was investigated, which started from 1-Alken-4-ols including epoxidation, mesylation and intramolecular nucleophilic substitution. 4-Acetoxy-2-Alkyltetrahydr
- Li, Yaxi,Ding, Rui,Liu, Yongguo,Ma, Bianbian,Sun, Baoguo,Tian, Hongyu
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p. 254 - 272
(2018/02/22)
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- Green Organocatalytic Dihydroxylation of Alkenes
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An inexpensive, green, metal-free one-pot procedure for the dihydroxylation of alkenes is described. H2O2 and 2,2,2-trifluoroacetophenone were employed as the oxidant and organocatalyst, respectively, in this highly sustainable protocol in which a variety of homoallylic alcohols, aminoalkenes, and simple alkenes were converted into the corresponding polyalcohols in good to excellent yields. This process takes advantage of an epoxidation reaction followed by an acidic treatment in which water participates in the ring opening of the in situ prepared epoxide to lead to the desired product.
- Theodorou, Alexis,Triandafillidi, Ierasia,Kokotos, Christoforos G.
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p. 1502 - 1509
(2017/04/01)
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- SUBSTITUTED N-ARYLPYRROLIDINES AS SELECTIVE ANDROGEN RECEPTOR MODULATORS
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The present invention provides a compound of the formula: Formula I or a pharmaceutically acceptable salt thereof; pharmaceutical compositions comprising an effective amount of a compound of Formula I in combination with a suitable carrier, diluent, or excipient; and methods for treating physiological disorders, particularly frailty, osteoporosis, osteopenia, and male and female sexual dysfunction comprising administering to a patient in need thereof an effective amount of a compound of Formula I.
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Page/Page column 75
(2010/11/25)
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- Stereoselective synthesis of polysubstituted tetrahydropyrans by radical cyclization of epoxides using a transition-metal radical source
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Epoxyalkyl propargyl ethers 3a-f and allyl epoxyalkyl ethers 6a-c smoothly undergo radical cyclization reactions using a titanium(III) species (Cp 2TiCl) as the radical initiator to form polysubstituted tetrahydropyrans 4a-f and 7a-c in good yi
- Banerjee, Biplab,Roy, Subhas Chandra
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p. 489 - 497
(2007/10/03)
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- Transformation of homoallylic alcohol oxides into 3-hydroxytetrahydrofurans in aqueous HClO4
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Hydrolysis of allyl carbinol oxides in aqueous HClO4 gave the corresponding 1,2,4-triols. On heating in the same reaction medium, they underwent cyclization into 3-hydroxytetrahydrofurans. The method is restricted to substrates that can generat
- Chirskaya,Vasil'ev,Shorshnev,Sviridov
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p. 1300 - 1303
(2008/02/05)
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- Substituted pyridines/pyrimidines, their preparation, and their use as pesticides
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The present invention relates to novel substituted pyridines/pyrimidines of the formula I where A is CH or N; X is NH, oxygen or S(O)qwhere q is 0, 1 or 2; Y is a direct bond or CH2; Z is oxygen, NR7or S(O)mis 0
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