57641-57-3Relevant academic research and scientific papers
Asymmetric Transfer Hydrogenation of 1,3-Alkoxy/Aryloxy Propanones Using Tethered Arene/Ru(II)/TsDPEN Complexes
Forshaw, Sam,Matthews, Alexander J.,Brown, Thomas J.,Diorazio, Louis J.,Williams, Luke,Wills, Martin
supporting information, p. 2789 - 2792 (2017/06/07)
A series of propanones containing combinations of aryloxy and alkoxy substituents at the 1- and 3-positions were reduced to the alcohols via asymmetric transfer hydrogenation using a tethered Ru(II)/TsDPEN catalyst. The enantioselectivities of the reductions reveal a complex pattern of electronic and steric effects which, when used in a matched combination, can lead to the formation of products of up to 68% ee (84:16 er) from this highly challenging class of substrate.
Silver nanoparticle-catalysed phenolysis of epoxides under neutral conditions: Scope and limitations of metal nanoparticles and applications towards drug synthesis
Seth, Kapileswar,Roy, Sudipta Raha,Kommi, Damodara N.,Pipaliya, Bhavin V.,Chakraborti, Asit K.
, p. 164 - 172 (2014/06/23)
Chemo- and regio-selective epoxide phenolysis is reported for the first time under neutral condition catalysed by silver nanoparticles. Other metal nanoparticles (e.g., Au, Pd, Cu, In, and Ru) are less effective. The choice of solvent is critical with 2-propanol being the best followed by DEF. Amongst various stabilisers used (surfactants, PEGs, tetra-alkylammonium halides) the tetra-alkylammonium halides are found to be the most effective (TBAF > TBAB > TBACl > TBAI). The role of the silver nanoparticles is envisaged as synchronous mode epoxide-phenol dual activation via a cooperative network of coordination, anion-π interaction, and hydrogen bond. The silver nanoparticles are recovered and reused for five consecutive times. The reaction has been used for the synthesis of propranolol and naftopidil as a few representative cardiovascular drugs.
Synergistic dual activation catalysis by palladium nanoparticles for epoxide ring opening with phenols
Seth, Kapileswar,Roy, Sudipta Raha,Pipaliya, Bhavin V.,Chakraborti, Asit K.
supporting information, p. 5886 - 5888 (2013/07/25)
Synergistic dual activation catalysis has been devised for epoxide phenolysis wherein palladium nanoparticles induce electrophilic activation via coordination with the epoxide oxygen followed by nucleophilic activation through anion-π interaction with the aromatic ring of the phenol, and water (reaction medium) also renders assistance through 'epoxide-phenol' dual activation.
An efficient catalyst-free regio- and stereoselective ring-opening of epoxides with phenoxides using polyethylene glycol as the reaction medium
Das, Biswanath,Krishnaiah, Maddeboina,Thirupathi, Ponnaboina,Laxminarayana, Keetha
, p. 4263 - 4265 (2008/02/12)
A catalyst-free regio- and stereoselective ring-opening of epoxides with phenoxides has been carried out efficiently using polyethylene glycol as the reaction medium to form the corresponding β-aryloxyalcohols in high yields at room temperature.
Bi(OTf)3-catalyzed regioselective ring opening of epoxides with phenols: Facile synthesis of 1,3-diaryloxy-2-propanols
Kamal, Ahmed,Ahmed, Syed Kaleem,Sandbhor, Mahendra,Khan, Mohammed Naseer Ahmed,Arifuddin, Mohammed
, p. 1142 - 1143 (2007/10/03)
Substituted aryl oxiranes undergo the facile ring opening with phenols in the presence of catalytic amount of bismuth(III) triflate to afford 1,3-diaryloxy-2-propanols in excellent yields under mild conditions. Bismuth(III) triflate is relatively non-toxic, easy to handle and inexpensive, which makes this procedure particularly attractive for large scale synthesis. Copyright
Highly regioselective ring opening of oxiranes with phenoxides in the presence of β-cyclodextrin in water
Surendra,Krishnaveni, N. Srilakshmi,Nageswar,Rao, K. Rama
, p. 4994 - 4995 (2007/10/03)
Highly regioselective ring opening of oxiranes to β-hydroxy ethers with phenoxides has been achieved in impressive yields in the presence of β-cyclodextrin as catalyst and water as solvent.
Hypocholesterolemic activity of 1,3 bis(substituted phenoxy) 2 propanones
Piantadosi,Hall,Wyrick,Ishaq
, p. 222 - 229 (2007/10/12)
A series of 1,3 bis (substituted phenoxy) 2 propanones was found to be active hypocholesterolemic agents at 10 mg/kg/day. The p chloro and p methyl substituted phenoxy compounds possess the highest activity. These compounds did not possess the estrogenic and antifertility activities of the related previously reported derivatives of the bis (β phenylethyl) ketone series. The 1,3 bis (p methylphenoxy) 2 propanone (7) also lowered serum triglycerides and glycerol which appeared to be due to increased levels of serum lipase and reduced activity of liver lipase. There was reduced incorporation of free fatty acids into complex lipids by the liver. Cholesterol was excreted faster in the treated animals.
