1131-77-7Relevant academic research and scientific papers
Direct carboxylation of allylic halides with carbon dioxide in the presence of indium
Miao, Bukeyan,Ma, Shengming
supporting information, p. 3285 - 3287 (2014/03/21)
A highly regioselective indium-mediated allylation of carbon dioxide starting from simple allylic halides (X = I, Br, Cl) has been developed. No transition metal catalyst is needed and an inert atmosphere is not necessary. The reaction tolerates a wide range of synthetically attractive functional groups with a very high branched regioselectivity. The Royal Society of Chemistry 2014.
Copper-catalyzed difluoromethylation of β,γ-unsaturated carboxylic acids: An efficient allylic difluoromethylation
He, Zhengbiao,Hu, Mingyou,Luo, Tao,Li, Lingchun,Hu, Jinbo
supporting information, p. 11545 - 11547 (2013/01/15)
Not one but two! A new strategy for the regiospecific construction of compounds with allylic CF2H groups has been developed. The decarboxylative (phenylsulfonyl)difluoromethylation of β,γ- unsaturated carboxylic acids is catalyzed by a Lewis acid (CuCl 2·2 H2O), and the resulting product easily undergoes desulfonylation. Copyright
Rh-catalyzed highly enantioselective synthesis of 3-arylbutanoic acids
Sun, Xianfeng,Zhou, Le,Wang, Chun-Jiang,Zhang, Xumu
, p. 2623 - 2626 (2008/02/13)
(Chemical Equation Presented) It's in the mix: The reaction conditions - catalyst, additive, and solvent - have been optimized for the asymmetric hydrogenation of 3-aryl-3-butenoic acids. The rigid, chiral bisphospholane ligand (SP,RC)-DuanPhos is crucial to achieving high enantioselectivity.
Palladated Kaiser oxime resin as precatalyst for the Heck reaction in organic and aqueous media
Alacid, Emilio,Nájera, Carmen
, p. 2959 - 2964 (2008/03/11)
A particular Kaiser oxime resin derived palladacycle is an efficient precatalyst for the Heck reaction with aryl iodides and bromides in DMF and in aqueous solvents under relatively moderate temperatures (110 °C and 120 °C) and high TON up to 105. Poisoning studies indicate that this polymer acts as a precatalyst. The polymer has been reused after recycling with low to moderate leaching of Pd(0). Georg Thieme Verlag Stuttgart.
Mono- and β,β-double-heck reactions of α,β-unsaturated carbonyl compounds in aqueous media
Botella, Luis,Najera, Carmen
, p. 4360 - 4369 (2007/10/03)
Optimized reaction conditions for the mono- and β,β-diarylation of electron-deficient alkenes in aqueous media catalyzed either by a p-hydroxyacetophenone oxime-derived palladacycle or by palladium(II) acetate under phosphine-free conditions and in the presence of (dicyclohexyl)- methylamine as base are described. Regioselective monoarylation of unsubstituted and substituted α,β-unsaturated carbonyl compounds takes place with aryl iodides at 120 °C in water. Aqueous N,N-dimethylacetamide (DMA), tetra-n-butylammonium bromide (TBAB) as additive, and the palladacycle as catalyst are the most efficient conditions for the coupling with aryl bromides, good stereoselectivities being also obtained in the arylation of crotonates and itaconates, whereas cinnamic derivatives afford lower steroselectivity, with the exception of cinnamic acid and nitrile. β,β-Diarylation of unsubstituted α,β-unsaturated carbonyl compounds can be controlled by using higher loading of the palladacycle and can be performed in refluxing water for aryl iodides, whereas DMA must be used for aryl bromides. Microwave irradiation can be used in the monoarylation of tertbutyl acrylate with aryl iodides in water or the coupling between ethyl cinnamate and aryl bromides in aqueous DMA.
An efficient synthesis of enantiomerically pure 2-[(2R)-arylmorpholin- 2-yl]ethanols, key intermediates of tachykinin receptor antagonist
Nishi, Takahide,Ishibashi, Koki,Nakajima, Katsuyoshi,Iio, Yukiko,Fukazawa, Tetsuya
, p. 3251 - 3262 (2007/10/03)
We report herein an efficient and practical synthetic method for the preparation of enantiomerically pure 2[(2R)-arylmorpholin-2-yl]ethanols 1a- d, key intermediates of tachykinin receptor antagonist. Sharpless catalytic asymmetric dihydroxylation of 4a-d was employed to introduce the required absolute stereochemistry, and cyclization of 7a-d was accomplished by the Mitsunobu reaction.
