7474-65-9Relevant academic research and scientific papers
Transition-metal-free and base promoted C-C bond formationviaC-N bond cleavage of organoammonium salts
Chen, Tieqiao,Huang, Tianzeng,Ke, Yuting,Li, Chunya,Liu, Long,Tang, Yuanyuan,Tang, Zhi,Wang, Kunyu,Zhang, Tao
supporting information, p. 8237 - 8240 (2021/10/12)
A transition-metal-free and base promoted C-C bond forming reaction of benzyl C(sp3)-H bond with organoammonium saltsviaC-N bond cleavage has been reported. Benzyl ammonium salts as well as cinnamyl ammonium salt could couple readily with various benzyl C(sp3)-H species, producing the corresponding products in moderate to excellent yields with good functional group tolerance. Late stage chemical manipulation enabled the specific 1,2-diarylethane structure of products transformed into useful olefin compoundsviadehydrogenation, which further demonstrated the utility of this reaction.
Method for synthesizing alpha, beta unsaturated ketone
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Paragraph 0016-0022, (2021/10/11)
The invention belongs to the technical field of chemical synthesis, and particularly relates to a method for synthesizing alpha, beta unsaturated ketone. The reaction adopts a synergetic catalysis system of Co(acac)2 or Co(acac)3, a ligand and AlMe3, provides a way for economically and selectively synthesizing alpha, beta unsaturated ketones by atoms, and has the advantages of high yield and wide substrate range.
Heterogeneous gold-catalyzed oxidative cross-coupling of propargylic acetates with arylboronic acids leading to (E)-α-arylenones
Liu, Dayi,Nie, Quan,Zhang, Rongli,Cai, Mingzhong
supporting information, p. 29 - 34 (2018/11/30)
An efficient heterogeneous gold-catalyzed oxidative cross-coupling of propargylic acetates with arylboronic acids has been developed that proceeds smoothly in the presence of Selectfluor and provides a general and powerful tool for the preparation of various valuable α-arylenones with moderate to good yields, excellent E-selectivity, and recyclability of the gold catalyst. The reaction is the first example of heterogeneous gold-catalyzed arylative rearrangement of propargylic acetates for construction of complex enones.
Rhodium(I)-catalyzed carbonylative arylation of alkynes with arylboronic acids using formaldehyde as a carbonyl source
Wang, Chuang,Morimoto, Tsumoru,Kanashiro, Hiroyuki,Tanimoto, Hiroki,Nishiyama, Yasuhiro,Kakiuchi, Kiyomi,Artok, Levent
supporting information, p. 1155 - 1159 (2014/05/20)
The rhodium(I)-catalyzed reaction of alkynes with arylboronic acids in the presence of formaldehyde resulted in a carbon monoxide gas-free carbonylative arylation to yield α,β-enones. The simultaneous loading of phosphine-ligated and phosphine-free rhodium(I) complexes is required for efficient catalysis, which catalyze the abstraction of a carbonyl moiety from formaldehyde (decarbonylation) and its subsequent introduction into the substrate (carbonylation), respectively. Georg Thieme Verlag Stuttgart New York.
Palladium-catalyzed dehydrogenative β-arylation of simple saturated carbonyls by aryl halides
Gandeepan, Parthasarathy,Rajamalli,Cheng, Chien-Hong
, p. 4485 - 4489 (2015/01/09)
(Chemical Equation Presented) A versatile palladium-catalyzed synthesis of highly substituted α,β-unsaturated carbonyl compounds has been developed. In contrast to the known Heck-type coupling reaction of unsaturated carbonyl compounds with aryl halides, the present methodology allows the use of stable and readily available saturated carbonyl compounds as the alkene source. In addition, the reaction proceeds well with low catalyst loadings and does not require any expensive metal oxidants or ligands. A variety of saturated aldehydes, ketones, and esters are compatible for the reaction with aryl halides under the developed reaction conditions to afford α,β-unsaturated carbonyl compounds in good to excellent yields. A possible reaction mechanism involves a palladium-catalyzed dehydrogenation followed by Heck-type cross couplings.
Practical metal-free synthesis of chalcone derivatives via a tandem cross-dehydrogenative-coupling/elimination reaction
Wei, Yu,Tang, Jinghua,Cong, Xuefeng,Zeng, Xiaoming
supporting information, p. 3165 - 3169 (2013/11/06)
Metal-free synthesis of chalcone derivatives through a tandem cross-dehydrogenative-coupling/elimination reaction is described. A simple and inexpensive ammonium persulfate salt enables the reaction between ketones and benzylamines to proceed with high stereoselectivity and good functional group compatibility.
Ruthenium-catalyzed intermolecular hydroacylation of internal alkynes: The use of ceria-supported catalyst facilitates the catalyst recycling
Miura, Hiroki,Wada, Kenji,Hosokawa, Saburo,Inoue, Masashi
supporting information, p. 861 - 864 (2013/02/25)
Versatile and practical: Intermolecular hydroacylation of internal alkynes takes place in the presence of Ru catalysts together with HCO2Na and Xantphos to give the corresponding conjugated enones. Aromatic aldehydes with or without coordinatin
Microwave-assisted, aqueous wittig reactions: Organic-solvent- And protecting-group-free chemoselective synthesis of functionalized alkenes
McNulty, James,Das, Priyabrata,McLeod, David
supporting information; experimental part, p. 6756 - 6760 (2010/08/06)
(Chemical Equation Presented) Free from protection! A general, chemoselective, protecting-group- and organic-solvent-free route to stilbenes and heterostilbenes involving the direct synthesis of triethyl benzylic and allylic phosphonium salts from the corresponding alcohols and their microwave-assisted, aqueous Wittig reactions is described.
Palladium-catalyzed oxidative cross-coupling reaction of arylboronic acids with diazoesters for stereoselective synthesis of (E)-α,β- diarylacrylates
Tsoi, Yuk-Tai,Zhou, Zhongyuan,Chan, Albert S. C.,Yu, Wing-Yiu
supporting information; experimental part, p. 4506 - 4509 (2010/12/25)
A Pd-catalyzed oxidative cross-coupling reaction of arylboronic acids with α-diazoesters was achieved using molecular oxygen as the sole reoxidant, and E-α,β-diarylacrylates were obtained in good yields and >20:1 E-to-Z selectivity.
Rhodium catalyzed reaction of internal alkynes with organoborons under CO atmosphere: a product tunable reaction
Artok, Levent,Ku?, Melih,Aksin-Artok, ?zge,Dege, Fatma Nurcan,?zkilin?, Fatma Yelda
scheme or table, p. 9125 - 9133 (2010/01/16)
Alkynes react with organoborons under a CO atmosphere in the presence of a rhodium(I) catalyst to afford mainly 5-aryl-2(5H)-furanones, α,β-unsaturated ketones, and indanones. The product selectivity can be tuned by modifying the reaction conditions.
