17920-86-4Relevant academic research and scientific papers
Pd/Cu-cocatalyzed aerobic oxidative carbonylative homocoupling of arylboronic acids and CO: A highly selective approach to diaryl ketones
Ren, Long,Jiao, Ning
supporting information, p. 2411 - 2414 (2014/10/15)
A highly selective Pd/Cu-cocatalyzed aerobic oxidative carbonylative homocoupling of arylboronic acids has been developed. This method employs a simple catalytic system, readily available boronic acids as the substrates, molecular oxygen as the oxidant, and 1 atm of CO/O2, which makes this method practical for further applications.
Synthesis of bis(heteroaryl) ketones by removal of benzylic CHR and CO groups
Maji, Arun,Rana, Sujoy,Akanksha,Maiti, Debabrata
supporting information, p. 2428 - 2432 (2014/03/21)
A copper-catalyzed method for synthesis of diaryl ketones (Ar-CO-Ar′) through removal of benzylic -CH2-, -CO-, and -CHR- groups from Ar-CO-CXR-Ar′ has been discovered. A number of symmetrical and unsymmetrical heterocyclic ketones, which are usually difficult to synthesize, can be prepared in good to excellent yields. This method was applied to the synthesis of the nonsteroidal anti-inflammatory drug suprofen (47 % yield over three steps). Based on preliminary mechanistic and kinetic studies, an active Cu/O2 species is proposed to mediate the rearrangement reaction. Snip snip: A copper-catalyzed method for synthesis of diaryl ketones by removal of benzylic CH2, CO, and CHR groups has been discovered. A number of symmetrical and unsymmetrical heterocyclic ketones, which are usually difficult to synthesize, can be prepared in good to excellent yields. Preliminary mechanistic studies indicate that an active Cu/O2 species mediates the rearrangement. Copyright
Ytterbium triflate catalyzed Friedel-Crafts reaction: Facile synthesis of diaryl ketones
Su, Weike,Jin, Can
, p. 4249 - 4256 (2007/10/03)
Friedel-Crafts reaction of aromatic compounds (benzenes, thiophene, furan, pyrrole, naphthalene, and benzothiophene) with bis(trichloromethyl) carbonate [BTC] was efficiently catalyzed by ytterbium triflate [Yb(OTf)3] to give diaryl ketones wit
Scope and limitations of the double [4+3]-cycloadditions of 2-oxyallyl cations to 2,2′-methylenedifuran and derivatives
Meilert, Kai Torsten,Schwenter, Marc-Etienne,Shatz, Yuli,Dubbaka, Srinivas Reddy,Vogel, Pierre
, p. 2964 - 2967 (2007/10/03)
The reactivity of various 2-oxyallyl cations toward 2,2′-methylenedifuran (1b), 2,2′-(hydroxymethyl)-difuran (1c), 2,2′-(trimethylsilylmethylene)difuran (1d), and di(2-furyl)methanone (1e) has been explored. Difuryl derivatives 1c, 1d, and 1e refused to undergo formal double [4+3]-cycloadditions. Conditions have been found to convert 1b into meso-1,1′-methylenedi[(1R,1′S,5S,5′R)-(3) and (±)-1,1′-methylenedi[(1RS,1′SR,5SR,5′RS)- 8-oxabicyclo[3.2.1]oct-6-en-3-one] (4) that do not require CF3CH(OH)CF3 as solvent. High yields of meso-1,1′-methylenedi[(1R,1′S,2S,2′R,4R,4′S, 5S,5′R)- (5) and (±).1,1′-methylenedi[(1RS,1′RS,2SR,2′SR, 4RS,4′RS,5SR,5′SR)-2,4-dimethyl-8-oxabicyclo[3.2.1]oct-6- en-3-one] (6) have been obtained when 1b was reacted with 2,4-dibromopentan-3-one (7h) and NaI/Cu.
Synthesis of 2-heteroaryl-3-hydroxypyridines by ring expansion reactions of 2-acylfurans with ammonia
Chubb,Bryce,Tarbit
, p. 1853 - 1854 (2007/10/03)
A straightforward and versatile synthesis of 2-heteroaryl-3-hydroxypyridine derivatives is described by the one-step reaction of 2-acylfurans with ammonia at 150°C.
Palladium-catalyzed carbonylative coupling of organolead compounds: Synthesis of symmetrical ketones
Kang,Ryu,Choi
, p. 1035 - 1039 (2007/10/03)
Organolead acetates can be carbonylated in the presence of Pd2(dba)3·CHCl3 (5mol%) and NaOMe (5 equiv.) in CH3CN under atmospheric pressure of carbon monoxide at room temperature to afford symmetrical ketones.
Expedient synthesis of symmetric aryl ketones and of ambient-temperature molten salts of imidazole
Lucas,El Mehdi,Ho,Belanger,Breau
, p. 1253 - 1258 (2007/10/03)
A short procedure for the synthesis of 2,2-di(3-thienyl)-1,3-dioxolan is described. The route developed is convenient (only two synthetic and one chromatographic steps are required) and efficient (66% overall yield from 3-bromothiophene). This compound was transformed into the ketone, cyclopenta[2,1-b:3',4'-b']dithiophen-4-one by a known process. Optimized syntheses of symmetric aryl ketones, 1-alkyl-3-methylimidazolium and 1-alkyl-2-methyl-3-methylimidazolium liquid salts are also reported.
A NEW SYNTHESIS OF 5-METHYLENE-2(5H)-FURANONE DERIVATIVES
Antonioletti, Roberto,D'Auria, Maurizio,Mico, Antonella De,Piancatelli, Giovanni,Scettri, Arrigo
, p. 3805 - 3808 (2007/10/02)
5-methylene-2(5H)-furanone derivatives are easily obtained by treatment of tertiary 2-furylcarbinols with pyridinium dichromate in dimethylformamide solution.Through this procedure, a natural product, the thiophene lactone, isolated from Chamaemelum Nobile L., has been synthesized.
