150356-67-5Relevant articles and documents
Visible-light photoredox catalysis enabled bromination of phenols and alkenes
Zhao, Yating,Li, Zhe,Yang, Chao,Lin, Run,Xia, Wujiong
, p. 622 - 627 (2014/04/17)
A mild and efficient methodology for the bromination of phenols and alkenes has been developed utilizing visible light-induced photoredox catalysis. The bromine was generated in situ from the oxidation of Br- by Ru(bpy)33+, both of which resulted from the oxidative quenching process.
Stable axial chirality in metal complexes bearing 4,4′-substituted BIPHEPs: Application to catalytic asymmetric carbon-carbon bond-forming reactions
Aikawa, Kohsuke,Miyazaki, Yoshitaka,Mikami, Koichi
, p. 201 - 208 (2012/04/23)
Not only electronic but also steric effects of 4,4′-substituents in BIPHEP derivatives and metal (Pd, Pt, and Au) complexes are shown to influence the stability of the biphenyl single bond rotation. While electron-donating or sterically demanding substituents on the 4,4′-positions destabilize the axial chirality of BIPHEP derivatives, electron-withdrawing or sterically less demanding ones on the 4,4′-positions stabilize the axis chirality. Particularly, the axial chirality of palladium dichloride complexes bearing BIPHEP with t-Bu and CF3 substituents on the 4,4′-positions is most labile and stable, respectively (ΔG≠ = 29.22 and 30.49 kcal mol-1 at 300 K; t1/2 = 7 and 56 years at 300 K). These enantiopure dicationic BIPHEPPd complexes can be employed for catalytic enantioselective arylation, alkenylation, and ene reactions to give the corresponding products in good-to-excellent yields and enantioselectivities. Significantly, in the carbonyl-ene reaction of trifluoropyruvate with isobutene, the turnover frequency (TOF) reached 58200 h-1. The remarkable effects of 4,4′-substituents in BIPHEP derivatives can be employed as a guiding principle in the design of versatile and efficient ligands.
Regioselectivity of fluorine substitution by alkoxides on unsymmetrical difluoroarenes
Dirr, Ronan,Anthaume, Cyril,Désaubry, Laurent
, p. 4588 - 4590 (2008/09/21)
An efficient approach to unsymmetrical halogenated resorcinol diethers has been developed. This synthesis consists of two subsequent nucleophilic aromatic substitutions (SNAr) of unsymmetrical difluoroarenes by alkoxides. The novelty of this ap
DIPHENYLHETEROCYCLE CHOLESTEROL ABSORPTION INHIBITORS
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Page/Page column 265-268, (2008/06/13)
Various azetidinone, pyrrolidine, imidazolidine, and oxazolidine derivatives are described, as are pharmaceutical compositions containing these compounds and methods of treatment of diseases using these compounds. Other embodiments are also described.
A convenient synthetic method of a 5,7-diarylcyclopenteno-[1,2-b]pyridine-6-carboxylate: A key intermediate for potent endothelin receptor antagonists
Niiyama, Kenji,Yoshizumi, Takashi,Takahashi, Hirobumi,Naya, Akira,Ohtake, Norikazu,Fukami, Takehiro,Mase, Toshiaki,Hayama, Takashi,Ishikawa, Kiyofumi
, p. 3437 - 3444 (2007/10/03)
A convenient synthetic method of 4, a key intermediate for a new class of endothelin receptor antagonists, was developed. Racemic 4 was synthesized from quinolinic anhydride in 13.4% overall yield without chromatographic purification.
3-phenyl-1-methylenedioxyphenyl-indane-2-carboxylic acid derivatives
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, (2008/06/13)
PCT No. PCT/US96/18465 Sec. 371 Date Feb. 4, 1997 Sec. 102(e) Date Feb. 4, 1997 PCT Filed Nov. 8, 1996 PCT Pub. No. WO97/17341 PCT Pub. Date May 15, 1997Invented is an improved process for preparing aromatic ring-fused cyclopentane derivatives. Preferred compounds prepared by this invention are indane carboxylates and cyclopentanopyridine derivatives. The most preferred compounds prepared by this invention are (+)(1S,2R,3S)-3-[2-(2-hydroxyeth-1-yloxy)-4-methoxyphenyl]-1-(3,4-methylenedioxyphenyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof and (+)(1S,2R,3S)-3-(2-carboxymethoxy-4-methoxyphenyl)-1-(3,4-methylenedioxypheyl)-5-(prop-1-yloxy)indane-2-carboxylic acid and pharmaceutically acceptable salts thereof. Also invented are novel intermediates useful in preparing these compounds.