68797-94-4Relevant academic research and scientific papers
Synthesis of 23-, 25-, 27-, and 29-Membered (Z)-Selective Unsaturated and Saturated Macrocyclic Lactones from 16- and 17-Membered Macrocyclic Lactones and Bromoalcohols by Wittig Reaction, Yamaguchi Macrolactonization, and Photoinduced Decarboxylative Radical Macrolactonization
Iwasaki, Tomoya,Tajimi, Yuka,Kameda, Kenta,Kingwell, Callum,Wcislo, William,Osaka, Kazuyuki,Yamawaki, Mugen,Morita, Toshio,Yoshimi, Yasuharu
, p. 8019 - 8026 (2019/06/27)
A new strategy for the synthesis of 23-, 25-, 27-, and 29-membered (Z)-selective unsaturated and saturated macrocyclic lactones from commercially available 16- and 17-membered macrocyclic lactones and bromoalcohols by Wittig reaction, Yamaguchi macrolactonization, and photoinduced decarboxylative radical macrolactonization is described. The position of the unsaturated part in the macrocyclic lactones can be controlled by changing the number of carbons in the starting materials. This protocol can provide facile access to the desired large-ring (Z)-selective unsaturated and saturated macrocyclic lactones from simple starting materials.
FLUOROALKYLATING AGENT
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Paragraph 1486-1487, (2018/01/11)
Problem to be Solved It is intended to provide an industrially preferable fluoroalkylating agent and use thereof. Solution The present invention provides a fluoroalkylating agent represented by the general formula (1) wherein R1 is a C1 to C8 fluoroalkyl group; R2 and R3 are each independently a C1 to C12 alkyl group or the like; Y1 to Y4 are each independently a hydrogen atom, a halogen atom, or the like; and X? is a monovalent anion. A compound of the general formula (3): R4—S—R1 having an introduced C1 to C8 fluoroalkyl group is easily obtained by reacting a compound of the general formula (2): R4—S—Z wherein R4 is a hydrocarbon group or the like; and Z is a leaving group, with the compound of the general formula (1).
Visible-light-promoted conversion of alkyl benzyl ether to alkyl ester or alcohol via O-α-sp3 C-H cleavage
Lu, Ping,Hou, Tianyuan,Gu, Xiangyong,Li, Pixu
supporting information, p. 1954 - 1957 (2015/04/27)
A mild and high-yielding visible-light-promoted conversion of alkyl benzyl ethers to the alkyl esters or alkyl alcohols was developed. Mechanistic studies provided evidence for a radical chain reaction involving the homolytic cleavage of O-α-sp3 C-H bonds in the substrate as one of the propagation steps. We propose that α-bromoethers are key intermediates in the transformation.
Facile synthesis of 3-(ω-acetoxyalkyl)thiophenes and derived copolythiophenes using Rieke zinc
Kudret, Suleyman,Kesters, Jurgen,Janssen, Sander,Van Den Brande, Niko,Defour, Maxime,Van Mele, Bruno,Manca, Jean,Lutsen, Laurence,Vanderzande, Dirk,Maes, Wouter
, p. 22 - 30 (2014/01/17)
An optimized synthetic protocol toward highly reactive Rieke zinc is applied for the preparation of a series of ω-(2,5-dibromothiophene-3-yl) alkyl acetate monomers and statistical copolythiophenes derived thereof, with 10% of ester-functionalized side chains. The obtained conjugated polymers are attractive electron donor materials for organic solar cells, notably to increase the thermodynamic stability of the bulk heterojunction polymer:fullerene active layer blend, and are fully characterized by a combination of spectroscopic, thermal analysis and electrochemical techniques.
Primary alkyl bromides from dimethylthiocarbamates
Moynihan, Meghan F.,Tucker, Joseph W.,Abelt, Christopher J.
experimental part, p. 3565 - 3568 (2009/06/18)
The conversion of primary alkyl dimethylthiocarbamates into alkyl bromides using the Vilsmeier reagent occurs in high yields in the presence of other non-acid sensitive and non-nucleophilic functional groups. Georg Thieme Verlag Stuttgart · New York.
Indium-catalyzed retro-claisen condensation
Kawata, Atsushi,Takata, Kazumi,Kuninobu, Yoichiro,Takai, Kazuhiko
, p. 7793 - 7795 (2008/09/18)
(Chemical Equation Presented) Retro-aldol reaction: Indium-catalyzed reaction of a 1,3-diketone with an alcohol proceeds under solvent-free conditions by nucleophilic attack of the alcohol on a carbonyl group of the 1,3-diketone and carbon-carbon bond cleavage by a retro-Claisen condensation to give an ester in high yield (see scheme). Using water and an amine as nucleophiles instead of an alcohol gave the corresponding carboxylic acid and amide.
NOVEL PHOSPHOLIPIDS WITH UNSATURATED ALKYL AND ACYL CHAINS
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Page/Page column 10; 11, (2010/02/11)
The invention relates to phospholipid-like compounds having defined apolar constituents and to the use of such compounds as liposomes, active ingredients, and solubilizers.
Ruthenium(III) chloride catalyzed acylation of alcohols, phenols, thiols, and amines
Kanta De, Surya
, p. 2919 - 2922 (2007/10/03)
Ruthenium(III) chloride catalyzes the acylation of a variety of phenols, alcohols, thiols, and amines under mild conditions. Some of the major advantages of this method are high yields, short reaction times, ease of operation, and compatibility with other protecting groups.
Synthesis of E-9-dodecen-1-yl acetate using organomanganese reagents
Belmar, Julio,Tellez,Baeza,Freer
, p. 583 - 586 (2007/10/03)
The Grignard reagent obtained from 2-(6-bromohexyloxy)-tetrahydropyrane, by treatment with anhydrous manganese(II) chloride was transformed to the corresponding organomanganese reagent, which was coupled with E-1-bromo-3-hexene by treatment with anhydrous manganese chloride. Further deprotection and acetylation furnished E-9-dodecen-1-yl acetate. A second procedure involved the coupling of E-3-hexenylmanganese bromide and 6-bromohexyl acetate. Coupling reactions were carried out at 0 °C, using tetrahydrofurane and N-methylpyrrolidone as co-solvent.
