1797-82-6Relevant academic research and scientific papers
Synthesis of Symmetrical Diaryl Ketones by Cobalt-Catalyzed Reaction of Arylzinc Reagents with Ethyl Chloroformate
Rérat, Alice,Michon, Christophe,Agbossou-Niedercorn, Francine,Gosmini, Corinne
, p. 4554 - 4560 (2016/09/23)
Symmetrical diaryl ketones were prepared by a cross-coupling reaction between aryl bromides and ethyl chloroformate. This new method, which uses a catalyst composed of CoBr2and a bipyridine ligand along with readily available starting materials, allows for the synthesis of a variety of symmetrical diaryl ketones in moderate to excellent yields (37–99 %) under mild conditions. This reaction, in which ethyl chloroformate acts as a surrogate of carbon monoxide in the presence of cobalt and zinc, represents an interesting alternative to previously known approaches for the synthesis of diarylmethanones.
One-pot synthesis of diarylmethanones through palladium-catalyzed sequential coupling and aerobic oxidation of aryl bromides with acetophenone as a latent carbonyl donor
Wang, Xing,Liu, Fu-Di,Tu, Hai-Yang,Zhang, Ai-Dong
, p. 6554 - 6562 (2014/08/05)
A one-pot palladium-catalyzed synthesis of symmetrical and unsymmetrical diarylmethanones using acetophenone and aryl bromides as raw materials has been developed. In this reaction, acetophenone acts as a latent carbonyl donor and two pathways of palladium-catalyzed sequential coupling and aerobic oxidation are identified. The reaction is applicable to a spectrum of substrates and delivers the products in moderate to good yields. This method can be used for the synthesis of ketoprofen, a nonsteroidal anti-inflammatory drug, in a two-step procedure and 45% overall yield.
Rh-catalyzed carbonylation of arylzinc compounds yielding symmetrical diaryl ketones by the assistance of oxidizing agents
Kobayashi, Kana,Nishimura, Yugo,Gao, Fuxing,Gotoh, Kazuma,Nishihara, Yasushi,Takagi, Kentaro
supporting information; experimental part, p. 1949 - 1952 (2011/06/20)
Carbonylative homocoupling of arylzinc compounds 1 using 1 atm of CO and 1,2-dibromoethane as an oxidant was achieved in the presence of Rh-dppf catalyst, affording symmetrical diaryl ketones in good yields. Under similar conditions, Pd or Ni catalysts induced oxidative homocoupling of 1 to yield biaryls instead. The beneficial catalysis by Rh in the carbonylation was presumed to stem from the facility by which the migration of the aryl ligand to CO at the Rh3+ intermediate occurred.
Effect of functional group polarity on the antimalarial activity of spiro and dispiro-1,2,4-trioxolanes
Dong, Yuxiang,Tang, Yuanqing,Chollet, Jacques,Matile, Hugues,Wittlin, Sergio,Charman, Susan A.,Charman, William N.,Tomas, Josefina Santo,Scheurer, Christian,Snyder, Christopher,Scorneaux, Bernard,Bajpai, Saroj,Alexander, Scott A.,Wang, Xiaofang,Padmanilayam, Maniyan,Cheruku, Srinivasa R.,Brun, Reto,Vennerstrom, Jonathan L.
, p. 6368 - 6382 (2007/10/03)
Based on the structures of several lipophilic trioxolane antimalarial prototypes, we set out to determine which functional groups were associated with good antimalarial profiles and identify more polar (lower Log P/Log D) lead compounds with good physicoc
An efficient synthesis of diaryl ketones by iron-catalyzed arylation of aroyl cyanides
Duplais, Christophe,Bures, Filip,Sapountzis, Ioannis,Korn, Tobias J.,Cahiez, Gerard,Knochel, Paul
, p. 2968 - 2970 (2007/10/03)
An alternative to acyl chlorides: Iron(III)-catalyzed arylation of aroyl and heteroaroyl cyanides with aryl magnesium reagents (see example in scheme) provides an easy and mild approach to polyfunctionalized diaryl ketones in yields up to 98%.
