58753-28-9Relevant academic research and scientific papers
Synthesis of 3-benzoylcyclohexanone, a key intermediate for the synthesis of ketoprofen
Bennetau,Krempp,Dunogues
, p. 77 - 83 (1994)
A simple and convenient synthesis of 3-benzoylcyclohexanone, a ketoprofen precursor, is proposed. It consists of the preparation of 5-trimethylsilyl-3-cyclohexenone via disilylation of anisole followed by hydrolysis and subsequent regiospecific benzoylati
Radical hydroalkylation and hydroacylation of alkenes by the use of benzothiazoline under thermal conditions
Akiyama, Takahiko,Uchikura, Tatsuhiro,Toda, Mitsuhiro,Mouri, Toshiki,Fujii, Tatsuya,Moriyama, Kaworuko,Ibanez, Ignacio
, p. 12715 - 12723 (2020/11/09)
The hydroalkylation and hydroacylation of electrondeficient alkenes proceeded smoothly by using benzothiazoline derivatives as radical-transfer reagents under thermal conditions without light irradiation or any additive. Both benzyl and benzoyl moieties were transferred efficiently.
Benzothiazolines as radical transfer reagents: Hydroalkylation and hydroacylation of alkenes by radical generation under photoirradiation conditions
Uchikura, Tatsuhiro,Moriyama, Kaworuko,Toda, Mitsuhiro,Mouri, Toshiki,Ibá?ez, Ignacio,Akiyama, Takahiko
, p. 11171 - 11174 (2019/09/30)
Novel radical transfer reagents under photoirradiation conditions were developed by the use of benzothiazoline derivatives. These reagents enabled both hydroalkylation and hydroacylation of alkenes under neutral conditions at ambient temperature without a
Visible-Light-Promoted Synthesis of 1,4-Dicarbonyl Compounds via Conjugate Addition of Aroyl Chlorides
Wang, Chao-Ming,Song, Dan,Xia, Peng-Ju,Wang, Jing,Xiang, Hao-Yue,Yang, Hua
supporting information, p. 271 - 274 (2018/01/27)
A facile visible-light photocatalytic conjugate addition to prepare 1,4-dicarbonyl compounds has been developed by employing readily available aroyl chlorides as aryl radical sources. This operationally simple method shows a broad scope with regard to both aroyl chlorides and Michael acceptors. As a result, a variety of 1,4-diketones were efficiently synthesized in moderate to good yields.
Direct Aldehyde Csp2?H Functionalization through Visible-Light-Mediated Photoredox Catalysis
Vu, Minh Duy,Das, Mrinmoy,Liu, Xue-Wei
supporting information, p. 15899 - 15902 (2017/11/15)
The development of methods for carbon–carbon bond formation under benign conditions is an ongoing challenge for synthetic chemists. In recent years there has been considerable interest in using selective C?H activation as a direct route for generating rea
Synthesis of 3-substituted 2-cyclohexenones through umpoled functionalization
Lechuga-Eduardo, Harim,Zarza-Acu?a, Eduardo,Romero-Ortega, Moisés
, p. 3234 - 3237 (2017/07/27)
A new protocol to obtain 3-substituted 2-cyclohexenones, was developed by reversing the chemical reactivity of 2-cyclohexenone. One-pot synthesis of 3-substituted 2-cyclohexenones can be achieved by treatment of 3-phenylthiosilyl enol ether with a mixture of t-BuLi/HMPA that allows hydrogen-selective exchange in presence of reactive electrophiles such as aldehydes, ketones and alkyl halides. This affords the corresponding product in moderate overall yield, after silyl enol ether cleavage and concomitant thiophenol elimination initiated with TBAF.
Polymer-supported synthesis of α- and β-hydroxyketones through the formation of 1,3-dithiane intermediates
Bertini, Vincenzo,Lucchesini, Francesco,Pocci, Marco,Alfei, Silvana,Idini, Barbara
body text, p. 1141 - 1144 (2009/04/06)
The synthesis of polymer-supported 2-monosubstituted 1,3-dithianes from soluble copolymers bearing 1,3-propanedithiol groups, their lithiation, reactions with electrophiles such as aldehydes, ketones, α,β- unsaturated ketones and oxiranes, and cleavage of
Preparation and Reactions of Diorganozincs from Dienic Silyl Enol Ethers
Devasagayaraj, A.,Schwink, L.,Knochel, P.
, p. 3311 - 3317 (2007/10/02)
The hydroboration of the dienic silyl enol ethers 1a-d with Et2BH produces organoboranes which are readily converted under mild conditions by a treatment with Et2Zn to the corresponding dialkylzincs 2a-d.These organometallics react after transmetallation with CuCN*2LiCl with various electrophiles affording polyfunctional silyl enol ethers of type 4.In the presence of the chiral catalyst (1R,2R)-bis(trifluoromethanesulfonamido)cyclohexane 6, the dialkylzinc 2b was added to various aldehydes leading to hydroxy silyl enol ethers of type 8 in satisfactory yields (45-77percent) and excellent enantioselectivities (85 to >96percent ee).The chiral products 8 can be oxidatively cyclized using t-BuOOH and catalytic amounts of VO(acac)2 furnishing trisubstituted tetrahydopyrans like 9a,b with high diastereoselectivity.An iodoalkoxylation of 8a affords after HI elimination and Jones oxidation the unsaturated valerolactone 13.
Benzophenone-Mediated Conjugate Additions of Aromatic Aldehydes to Quinones
Kraus, George A.,Liu, Peng
, p. 7723 - 7726 (2007/10/02)
Benzophenone increases the efficiency of the photochemically mediated addition of aldehydes to quinones.
