2132-64-1Relevant academic research and scientific papers
Synthesis of substituted aryl enol ethers
Chang, Meng-Yang,Tai, Hang-Yi,Tsai, Chung-Yu,Chuang, Yi-Jing,Lin, Ying-Ting
supporting information, p. 6482 - 6485 (2014/12/10)
A facile route toward substituted aryl diarylvinyl ethers 4 is developed from CuI-mediated cross-coupling reaction of substituted phenols 2 with diarylvinyl bromides 3 in the presence of various bidentate-based ligands in DMF. Skeleton 3 is prepared by Yan's bromomethylenation of diarylketones 1 with CHBr3-TiCl4-Mg in the co-solvent of DME and CH2Cl2. The synthetic route obtains moderate yields from the one-step operation and the key structure of 4k is confirmed by X-ray crystallographic analysis. The CADD docking experiments of 4k have been included.
A search for unambiguous vinylic SRN1 reactions
Annunziata, Alfonso,Galli, Carlo,Gentili, Patrizia,Guarnieri, Alessandra,Beit-Yannai, Michal,Rappoport, Zvi
, p. 2136 - 2143 (2007/10/03)
In a search for unambiguous examples of the vinylic SRN1 route, vinyl bromides Ph(CH3)C=CHBr (10), Ph2C=CHBr (15), An2C=C(Br)An (18) and An2C=CBr2 (20) were treated with Me3CCOCH2- under photostimulation conditions in Me2SO, whereas substrates PhCH=CHBr (2), Ph2C=C(Br)Ph (3), 10 and 15 were similarly allowed to react with PhS- and PhCH2S-. With the strongly basic enolate ion, the prevailing reactions were elimination/addition routes, α-deprotonation followed by 1,2-Ph shift and bromide ion elimination, or halophilic steps. With 18, however, an SRN1 route was obtained. The weakly basic but reducing anion PhS- gave the SRN1 route with 2, 3 and 15. The nucleophilic character of the PhCH2S- anion instead prevailed with 15, whereas with 3 a variety of behaviours was obtained. The mechanistic interpretations were supported by the electrochemically determined redox potentials of the substrates. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.
CARBONYL-YLIDE ALS ZWISCHENSTUFEN DER PHOTOREAKTION AROMATISCHER KETONE MIT HALOGENKETENACETALEN
Ooms, Pieter,Hartmann, Willy
, p. 4271 - 4274 (2007/10/02)
Photoreactions of benzophenones 1 with haloketene acetals 2 yield oxetanes 3 and tetrahydrofuran carboxylic esters 5 as major products.A mechanism with the intermediate formation of 1,4-diradicals and carbonyl ylides is discussed.
Reaction of Olefins with Malonic Acid Derivatives in the Presence of Manganese(III) Acetate
Fujimoto, Noriyuki,Nishino, Hiroshi,Kurosawa, Kazu
, p. 3161 - 3168 (2007/10/02)
The reaction of methylmalonic acid with mono- and disubstituted olefins in the presence of manganese(III) acetate yielded 2-carboxy-2-methyl-4-butanolides in moderate to good yields.The reactions of bromomalonic acid and chloromalonic acid with a variety
