124492-38-2Relevant academic research and scientific papers
Lewis Acid Catalyzed Ring-Opening Reaction of Cyclobutanones towards Conjugated Enones
Gao, Jiqiang,Guo, Ziteng,Li, Zhongjuan,Liu, Chunhui,Liu, Yu,Qiu, Tingtian,Zhang, Min,Zhao, Jinbo
, p. 6111 - 6114 (2021/12/16)
An unprecedented Fe-catalyzed ring-opening reaction of simple cyclobutanones is developed, which provides access to conjugated enones with good functional group tolerance in high yields under mild conditions. The product derivatization and gram-scale expe
Mizoroki–Heck reaction of 1,2-disubstituted aryl alkenes: Variables of synthesis, solvent and ligand modulation of reactivity
Bangar, Pronnoy G.,Jawalkar, Priyanka R.,Dumbre, Swapnil R.,Raut, Pallavi K.,Patil, Dharmaraj J.,Tv, Neethu,Sudhakaran, Shana,Iyer, Suresh
supporting information, p. 3796 - 3803 (2020/09/01)
Reaction of aryl iodides with 1,2-disubstituted aryl alkenes in the presence of TBABr/TBACl gave high yields of the Mizoroki–Heck product. Phosphine ligands were used for the modulation of reactivity and stereoselectivity, for the reaction of 4-iodoanisole with cinnamaldehyde. tert-Bu3P.HBF4 gave the highest E:Z ratio of 1:0.08. The use of PEG-200 and PEG-400 as solvent could activate the reaction of aryl iodides with various 1,2-disubstituetd aryl alkenes.
Ligand-free palladium-catalyzed tandem pathways for the synthesis of 4,4-diarylbutanones and 4,4-diaryl-3-butenones under microwave conditions
Wirwis, Anna,Trzeciak, Anna M.
, (2019/03/20)
Two efficient Pd-catalyzed tandem pathways for the synthesis of 4,4-diaryl-2-butanones and 4,4-diaryl-3-buten-2-ones were elaborated. The first step in both procedures was the Heck coupling of methyl vinyl ketone (MVK) and various aryl iodides leading to 4-aryl-3-buten-2-one with the yield of up to 92% in 1?hr. The second step performed with the same catalyst and a new portion of aryl iodide in the presence K2CO3 as a base produced 4,4-diaryl-3-buten-2-ones in high yield. Reaction selectivity changed completely to saturated 4,4-diaryl-2-butanones, reductive Heck products, when a tertiary amine was used instead of K2CO3. Due to the application of microwave irradiation (MW), the desired products were obtained in high yield in a short time (4?hr), using 0.5?mol% of the Pd (OAc)2 catalyst without additional ligands.
Selective reactivity of electron-rich aryl iodides in the Heck arylation of disubstituted alkenes catalyzed by palladium-arylurea complexes
Smith, Matthew R.,Jang, Young Jin,Kim, Jung Yun,Ciufolini, Marco A.
, p. 10139 - 10151 (2013/11/06)
A catalyst consisting of 1 mol % of the 1:2 complex of Pd(OAc)2 with N-(4-carbethoxyphenyl)urea promotes the Heck arylation of 2- or 3-substituted, conjugated esters, nitriles, aldehydes, and ketones (an uncharacteristically broad range of substrates), but only with electron-rich aryl iodides (an uncharacteristically narrow range of halides).
Palladium-catalyzed oxidative rearrangement of diaryl alkenyl carbinols to β,β-diaryl α,β-unsaturated ketones
Rosa, David,Orellana, Arturo
supporting information; experimental part, p. 3648 - 3651 (2011/09/16)
An unusual oxidative palladium-catalyzed rearrangement of diaryl alkenyl carbinols to β,β-diaryl α,β-unsaturated ketones is described. The geometry of the alkene product is not determined by the electronic nature of the aryl substitutents but rather is determined by substitution pattern on the aryl rings. The reaction proceeds in good yields, utilizes oxygen at atmospheric pressure as the terminal oxidant, and tolerates a variety of functional groups on the aryl rings.
Reactions of acetylene ketones in superacids
Aristov,Vasil'ev,Fukin,Rudenko
, p. 691 - 705 (2008/02/08)
Vinyl type cations ArC+=CHCOR generated from acetylene ketones ArC+ = CCOR in superacids HSO3F and CF3SO 3H react with diverse benzene derivatives to form alkenylation products, E-/Z-isomers of diaryl
Hypervalent iodine in synthesis XXX: Palladium-catalyzed reaction of diaryliodonium salts with β-substituted-α, β-enones
Xia, Min,Chen, Zhen Chu
, p. 1281 - 1285 (2007/10/03)
The reaction of diaryliodonium salts with β-substituted-α,β-enones in the presence of a palladium catalyst affords H(β)-substituted products with excellent yields.
