27547-04-2Relevant academic research and scientific papers
N-Heterocyclic Carbene Catalyzed Oxidative Coupling of Alkenes/ α-Bromoacetophenones with Aldehydes: A Facile Entry to α,β-Epoxy Ketones
Reddi, Rambabu N.,Prasad, Pragati K.,Sudalai, Arumugam
supporting information, p. 14150 - 14153 (2016/01/25)
A novel, N-heterocyclic carbene (NHC) catalyzed direct oxidative coupling of styrenes with aldehydes has been described for the synthesis of α,β-epoxy ketones in good yields. This unprecedented regioselective oxidative coupling employs NBS/DBU/DMSO (DBU=1,8-diazabicyclo [5.4. 0] undec-7-ene, DMSO=dimethylsulfoxide, NBS=N-bromosuccinimide) as an oxidative system at ambient conditions. Additionally, first NHC-catalyzed Darzens reaction of α-bromoketones and aldehydes under mild reaction conditions has also been described. Interestingly, mechanistic studies have revealed the preferred reactivity of NHC with alkene/α-bromoketone rather than aldehydes, thus proceeding via the ketodeoxy Breslow intermediate.
Michael-type addition of hydroxide to alkynylselenonium salt: Practical use as a ketoselenonium ylide precursor
Watanabe, Shin-Ichi,Asaka, Shinsuke,Kataoka, Tadashi
, p. 7459 - 7463 (2007/10/03)
A novel synthetic method of ketodiphenylselenonium ylide from alkynylselenonium salt is described. A reaction of alkynylselenonium salt, hydroxide ion, and aldehyde in the presence of silver triflate and triethylamine gave oxiranylketones just as a trans-
Study of interactive free energy relationships on oxidation of phenyl styryl ketone and its substituted analogues by pyridinium chlorochromate in acid medium: A kinetic study
Annapoorna,Prasad Rao,Sethuram
, p. 283 - 287 (2007/10/03)
Kinetics of oxidation of phenyl styryl ketones (PSK) by pyridinium chlorochromate (PCC) has been investigated in acetic acid (90% v/v) medium in the presence of HClO4 in the temperature range 322 - 333K. The rate law of the reaction is as follows: -d[PCC]/dt=kK1K2[PSK] [PCC] [H+]/1+K2[PSK] The rates are enhanced by electron-releasing substituents in both the phenyl rings and decreased by electron-withdrawing substituents. The mechanism proposed envisages attack on >C = Cx and qy are found to be 0.236 and 0.252 at 323K.
SYNTHESIS OF cis-5-ARYL-4-AROYL-1,3-DIOXOLANES
Bubel, O.N.,Tishchenko, I.G.,Grinkevich, O.A.,Stasevich, G.Z,Shavnya, A.V.
, p. 1076 - 1078 (2007/10/02)
The reaction of trans-3-aryl-2-aroyloxiranes containing electron-acceptor substituents in the aryl group with acetone under acid-catalysis conditions gives the corresponding cis-1,3-dioxolanes.
