35031-57-3Relevant academic research and scientific papers
Palladium-Catalyzed Carbonylative Coupling of Aryl Iodides with Alkyl Bromides: Efficient Synthesis of Alkyl Aryl Ketones
Peng, Jin-Bao,Chen, Bo,Qi, Xinxin,Ying, Jun,Wu, Xiao-Feng
supporting information, p. 4153 - 4160 (2018/09/21)
Alkyl aryl ketones are important structures with applications in many areas of chemistry. Hence, efficient procedures for their production are particularly attractive. In this communication, a general and efficient carbonylative cross-coupling of aryl iodides and unactivated alkyl bromides is presented. By using a simple palladium catalyst, a series of alkyl aryl ketones were synthesized in moderate to excellent yields from readily available alkyl and aryl halides in an In-Ex tube with formic acid as the CO source. In this study both primary and secondary alkyl bromides/iodides were suitable coupling partners. Additionally, this method can also be employed for the late-stage functionalization of complex natural products and polyfunctionalized molecules. (Figure presented.).
Intermolecular character of the Fris rearrangement in the series of acyloxycoumarins
Kravchenko,Chibisova,Traven'
, p. 899 - 909 (2007/10/03)
In the study of the Fris rearrangement in the series of 7-and 4-acyloxycoumarins we obtained certain data indicating intermolecular character of the rearrangement. The Fris rearrangement of a mixture of 7-benzoyloxy-4-metylcoumarin and 7-acetoxycoumarin results in formation of four reaction products in approximately equal molar ratio. Also, four products were obtained in the Fris rearrangement of 7-and 4-acyloxycoumarins in the presence of hydroxycoumarins. The Fris rearrangement of acyloxycoumarins in the presence of m-xylene at acylcoumarin-m-xylene ratio of 1:6 leads to the corresponding hydroxycoumarins and acylated m-xylenes. Intermediate formation of acylium ions was also detected by evolution of carbon monooxide at the Fris rearrangement of 7-pyvaloyloxy-and 7-isobutyryloxy-4-methylcoumarins. A product of intermolecular migration, 3-acetyl-4-hydoxy-6-methylcoumarin, was discovered also in the rearrangement of 4-acetoxycoumarin in the presence of 4-hydoxy-6-methylcoumarin catalyzed by phosphorus oxychloride.
Catalytic Friedel-Crafts Acylation Reactions Using Hafnium Triflate as a Catalyst in Lithium Perchlorate-Nitromethane
Hachiya, Iwao,Moriwaki, Mitsuhiro,Kobayashi, Shu
, p. 409 - 412 (2007/10/02)
Catalytic Friedel-Crafts acylation reactions were performed by using hafnium trifluoromethanesulfonate (hafnium triflate, Hf(OTf)4) as a catalyst.The catalytic activity of the Lewis acid catalyst was much improved in lithium perchlorate-nitromethane (LiClO4-MeNO2) and the yield was up to 250,000percent based on the catalyst.Various substituted benzenes reacted with acid annhydrides in the presence of a catalytic amount of Hf(OTf)4 to give the corresponding aromatic ketones in high yields.
