- Threefold and chemoselective couplings of triarylbismuths with benzylic chlorides and iodides using palladium catalysis
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This paper describes the palladium-catalyzed studies on threefold coupling of triarylbismuth reagents with benzylic chlorides and iodides. The optimized protocol conditions are operationally simple, delivering threefold coupling of a variety of triarylbismuths in combination with benzylic chlorides and iodides. The two optimized protocols allowed the synthesis of a diverse range of unsymmetrical diarylmethanes in an efficient manner. As part of this study, chemoselective transformation of benzylic chlorides and iodides was also achieved. This journal is the Partner Organisations 2014.
- Rao, Maddali L. N.,Dhanorkar, Ritesh J.
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p. 13134 - 13144
(2014/04/03)
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- Br?nsted acid-catalyzed synthesis of diarylmethanes under non-genotoxic conditions
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Triflic acid and triflimide were found to efficiently catalyze the formation of a wide diversity of diarylmethanes from the non-genotoxic benzylic acetates and electron-rich arenes or heteroarenes. The reaction worked best with acetates capable of generating a stabilized benzylic cationic species. In most cases, the reactions were conveniently run in the absence of solvent under mild conditions.
- Mendoza, Oscar,Rossey, Guy,Ghosez, Léon
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experimental part
p. 2235 - 2239
(2011/05/05)
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- 3,3-DIPHENYLPROPYLAMINES AND PHARMACEUTICAL COMPOSITIONS THEREOF
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Novel 3,3-diphenylpropylamines of formula (I) wherein R1 signifies hydrogen or methyl, R2, R3 and R4 independently signify hydrogen, methyl, methoxy, hydroxy, carbamoyl, sulphanoyl or halogen, and X represents a tertiary amino group -NR5, R6, wherein R5 and R6 signify non-aromatic hydrocarbyl groups, which may be the same or different and which together contain at least three carbon atoms, and which may form a ring together with the amine nitrogen, their salts with physiologically acceptable acids and, when the compounds can be in the form of optical isomers, the racemic mixture and the individual enantiomers, their use as drugs, especially as anticholinergic agents, their use for preparing an anticholinergic drug, pharmaceutical compositions containing the novel amines, and methods for preparing the same
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- Selective Thyromimetics. Cardiac-Sparing Thyroid Hormone Analogues Containing 3'-Arylmethyl Substituents
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Introduction of specific arylmethyl groups at the 3'-position of the thyroid hormone 3,3',5-triiodo-L-thyronine (T3), and its known hormonally active derivatives, gives liver-selective, cardiac-sparing thyromimetics, with potential utility as plasma cholesterol lowering agents.Selectivity-conferring 3'-substituents include substituted benzyl, e.g. p-hydroxybenzyl, and heterocyclic methyl, e.g. 2-oxo-1,2-dihydropyrid-5-ylmethyl and 6-oxo-1,6-dihydropyridazin-3-ylmethyl.Correlations between in vivo and in vitro receptor binding affinities show that liver/heart selectivity does not depend on receptor recognition but on penetration or access to receptors in vivo.QSAR studies of the binding data of a series of 20 3'-arylmethyl T3 analogues show that electronegative groups at the para position increase both receptor binding and selectivity in vivo.However, increasing 3'-arylmethyl hydrophobicity increases receptor binding but reduces selectivity.Substitution at ortho and meta positions reduces both binding and selectivity.Replacement of the 3,5-iodo groups by halogen or methyl maintains selectivity, with 3,5-dibromo analogues in particular having increased potency combined with oral bioavailability.Diphenyl thioether derivatives also have improved potency but are less orally active.At the 1-position, the D enantiomer retains selectivity, but removal of the α-amino group to give a propionic acid results in loss of selective thyromimetic activity.
- Leeson, Paul D.,Emmett, John C.,Shah, Virendra P.,Showell, Graham A.,Novelli, Ricardo,et al.
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p. 320 - 336
(2007/10/02)
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