113388-95-7Relevant academic research and scientific papers
SUBSTITUTED PHENYL ALKANOIC ACID COMPOUNDS AS GPR120 AGONISTS AND USES THEREOF
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Page/Page column 101-102, (2016/02/09)
The present invention relates to substituted phenyl alkanoic acid compounds designated as the compound of Formula (I) (as described herein) or a tautomer, a stereoisomer, a geometrical isomer, a pharmaceutically acceptable salt, a pharmaceutically acceptable solvate, a prodrug, a polymorph, an N-oxide, a S-oxide or a carboxylic acid isostere thereof; which are GPR120 agonists. The present invention also relates to a pharmaceutical composition of compound of Formula (I) for the treatment of diseases or discorder mediated by GPR120.
Ligand-free suzuki cross-coupling reactions: Application to β-Halo-α,β-unsaturated aldehydes
Gogoi, Pranjal,Bezboruah, Pranjal,Boruah, Romesh C.
supporting information, p. 5032 - 5035 (2013/11/06)
A facile, efficient, ligand-free Suzuki-Miyaura reaction of β-halo α,β-unsaturated aldehydes with boronic acids in aqueous media at room temperature is described. Under the optimized conditions, both steroidal and nonsteroidal β-halo α,β-unsaturated aldehydes reacted rapidly with the boronic acids to provide a series of aryl-substituted derivatives in excellent yields. Moreover, the protocol was extended to the direct one-pot synthesis of polycyclic aromatic hydrocarbons through a Suzuki-Miyaura cross-coupling/aldol condensation cascade reaction under microwave irradiation. An efficient ligand-free Suzuki-Miyaura reaction is reported. A range of boronic acids varying in their electronic character were efficiently coupled to β-halo α,β-unsaturated aldehydes. This protocol was extended to the direct one-pot synthesis of polycyclic aromatic hydrocarbons through a Suzuki-Miyaura cross-coupling/aldol condensation cascade reaction under microwave irradiation. Copyright
Cycloaromatization protocol for synthesis of polysubstituted phenol derivatives: Method development and mechanistic studies
Spencer, William T.,Frontier, Alison J.
, p. 7730 - 7736 (2012/10/30)
The scope of the cycloaromatization of propargylic ethers was explored using operationally simple air- and moisture-insensitive conditions. Highly substituted phenol derivatives were obtained in high yields. Mechanistic experiments indicate that the reaction occurs by an electrocyclization followed by 1,3-proton transfer.
Enantioselective synthesis of cis-1,2-disubstituted cyclopentanes and cyclohexanes by Suzuki-Miyaura cross-coupling and iridium-catalyzed asymmetric hydrogenation
Schumacher, Andreas,Schrems, Marcus G.,Pfaltz, Andreas
, p. 13502 - 13509 (2012/01/05)
A series of 1,2-disubstituted cyclohexene derivatives was prepared through Suzuki-Miyaura cross-coupling of 2-bromo-1-cyclohexenecarbaldehyde or 2-carbomethoxy-1-cyclohexen-1-yl triflate with arylboronates. These tetra-substituted cyclic alkenes were subjected to Ir-catalyzed asymmetric hydrogenation. In this way cis-1-methoxymethyl-2-arylcyclohexanes were obtained in high yield with excellent enantio- and diastereoselectivities (up to >99%ee, >99%cis) by using phosphinomethyloxazolines as ligands. Asymmetric hydrogenation of analogous cyclopentene derivatives, prepared by Suzuki-Miyaura cross-coupling, proved to be more difficult and proceeded with lower enantioselectivities of up to 88%ee. The synthetic potential of this cross-coupling/asymmetric-hydrogenation strategy was demonstrated by an enantioselective route to chiral hexahydrofluorenones. Alkene interest: Starting from arylboronates, a variety of cyclic, tetra-substituted olefins was prepared by Suzuki-Miyaura cross-coupling (see scheme). Subsequent Ir-catalyzed asymmetric hydrogenation with phosphanylmethyloxazoline ligand complexes led to cis-disubstituted cycloalkane derivatives in high yield and excellent enantio- and distereoselectivities. Copyright
Dipolar cyclization reactions in heterocyclic synthesis: A novel route to furanophanes
Eberbach,Laber
, p. 57 - 60 (2007/10/02)
The multistep transformation of 2,3-bridged butenynyl oxiranes 8 into furanophanes 12 involving bridgehead olefins 11 as key intermediates is described. The two lower members of 12 undergo rapid air oxidation resulting in the formation of the dienediones 14a,b. 14b is converted by base into the bicyclo[6.3.0]undecadienone 15.
USE OF MOIST SILICA GEL FOR OBTAINING α-ETHYLENIC CARBONYL COMPOUNDS FROM Β-ALKYLTHIO OR β-PHENYLTHIO ALLYLIC ALCOHOLS.
Pellet, Michele,Huet, Francois
, p. 4463 - 4468 (2007/10/02)
The β-alkylthio and β-phenylthio α-ethylenic aldehydes 2, (Z)-6, (E)-6 and 9 were obtained from the corresponding β-chloro α-ethylenic aldehydes, and the α-phenylthiometylidene ketones (Z)-13 and (E)-13 by Peterson reaction with α,α-dimethoxycyclohexanone followed by deacetalization.Reduction (NaBH4) or addition of organolithium compounds led to allylic alcohols which gave α-ethylenic carbonyl compounds with removal of thiol or thiophenol after treatment by moist acidic silica gel with or without mercuric chloride.The method also worked for oxygenated compounds 21, 22.
