- NMP-mediated chlorination of aliphatic alcohols with aryl sulfonyl chloride for the synthesis of alkyl chlorides
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NMP-mediated chlorination of aliphatic alcohols has been developed for the synthesis of alkyl chlorides. This facile, efficient and practical approach used simple and readily available aryl sulfonyl chlorides as the chlorination reagent for the construction of C–Cl bond in good to excellent yields with mild conditions and broad substrate scope.
- Zheng, Dagui,Mao, Liu-Liang,Zhu, Xian-Hong,Zhou, An-Xi
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supporting information
p. 2793 - 2800
(2018/11/06)
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- Halogenation through Deoxygenation of Alcohols and Aldehydes
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An efficient reagent system, Ph3P/XCH2CH2X (X = Cl, Br, or I), was very effective for the deoxygenative halogenation (including fluorination) of alcohols (including tertiary alcohols) and aldehydes. The easily available 1,2-dihaloethanes were used as key reagents and halogen sources. The use of (EtO)3P instead of Ph3P could also realize deoxy-halogenation, allowing for a convenient purification process, as the byproduct (EtO)3Pa?O could be removed by aqueous washing. The mild reaction conditions, wide substrate scope, and wide availability of 1,2-dihaloethanes make this protocol attractive for the synthesis of halogenated compounds.
- Chen, Jia,Lin, Jin-Hong,Xiao, Ji-Chang
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supporting information
p. 3061 - 3064
(2018/05/28)
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- A chemoselective, easy bromination of (hydroxymethyl)phenols
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A simple and chemoselective method for direct bromination of (hydroxymethyl)phenols via reaction with 2,4,6-trichloro[1,3,5]triazine in N,N-dimethylformamide at room temperature is described. The reaction occurs without affecting the phenolic hydroxy group. Georg Thieme Verlag Stuttgart.
- Nieddu, Giammario,De Luca, Lidia,Giacomelli, Giampaolo
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experimental part
p. 3937 - 3940
(2009/05/26)
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- Syntheses of compounds active toward glutamate receptors: II. Synthesis of spiro hydantoins of the indan series
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The article describes a general procedure for synthesizing hydantoins of the indan series, which makes it possible to obtain bioisosteric analogs of 1-aminoindan-1,5-dicarboxylic acid, a group I metabotropic glutamate receptor antagonist.
- Matveeva,Podrugina,Morozkina,Zefirova,Seregin,Bachurin,Pellicciari,Zefirov
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p. 1769 - 1774
(2007/10/03)
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- Solvophobically driven π-stacking of phenylene ethynylene macrocycles and oligomers
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Phenylene ethynylene macrocycles and oligomers with three different side-chain linking groups (ester, benzyl ether, and phenyl ether) were synthesized to investigate their tendency to undergo solvent induced π-stacked organization. 1H NMR, UV, and fluorescence spectroscopies were used to probe two types of π-stacked supramolecular organizations: the intramolecular conformational ordering of the oligomers, and the intermolecular aggregation of the macrocycles. One important conclusion is that solvent can play a very dramatic role in modulating the strength of the interactions that drive the association of these π-stacked structures. The other important conclusion is that in a given solvent, the nature of the side chain linking group strongly influences the π-stacking propensities. It was found that macrocycles and oligomers with the ester side chain linking group were prone to adopt π-stacked structures in a range of solvents, whereas the corresponding macrocycles with benzyl ether and phenyl ether side chain linking groups showed only limited ability to π-stack, even in the most polar solvent examined (DMSO). In the interest of manipulating the helix-coil folding transition of phenylene ethynylene oligomers, a heterosequence consisting of monomers with ester and benzyl ether side chain linkages was synthesized. The folding transition of the heterooligomer was intermediate to that observed for the corresponding homooligomers, suggesting that the backbone sequence can be used to tune the stability of conformations that are based on π-stacked organizations.
- Lahiri,Thompson,Moore
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p. 11315 - 11319
(2007/10/03)
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