75910-81-5Relevant academic research and scientific papers
Arylation of diethyl malonate and ethyl cyanoacetate catalyzed by palladium/di-tert-butylneopentylphosphine
Semmes, Jeffrey G.,Bevans, Stephanie L.,Mullins, C. Haddon,Shaughnessy, Kevin H.
supporting information, p. 3447 - 3450 (2015/02/05)
α-Arylated carbonyl derivatives are important structural motifs in many natural products and pharmaceutically active compounds. Although arylation of simple monocarbonyl compounds is a well-established methodology, metal-catalyzed arylation of β-dicarbonyl derivatives is significantly more challenging. The ability of β-dicarbonyl anions to bind to palladium in a κ2-O,O mode, rather than the κ1-C-bound mode required for bond formation, often results in the deactivation of catalyst systems. The C-bound form of the enolate can be favored through the use of sterically demanding ligands. Herein, we report that the sterically demanding di-tert-butylneopentylphosphine (DTBNpP) ligand in combination with Pd(dba)2 provides an effective catalyst for the coupling of aryl bromides and chlorides with diethyl malonate. The Pd/DTBNpP system also catalyzes the coupling of aryl bromides with ethyl cyanoacetate.
Metal-free photochemical aromatic perfluoroalkylation of α-cyano arylacetates
Nappi, Manuel,Bergonzini, Giulia,Melchiorre, Paolo
supporting information, p. 4921 - 4925 (2014/05/20)
We report here an operationally simple protocol for the direct aromatic perfluoroalkylation and trifluoromethylation of α-cyano arylacetates. This metal-free approach, which occurs at ambient temperature and under visible-light irradiation, is driven by t
PHENALKYLAMINE DERIVATIVES, PHARMACEUTICAL COMPOSITIONS CONTAINING THEM, AND THEIR USE IN THERAPY
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Page/Page column 147, (2012/03/09)
The present invention relates to phenalkylamine derivatives of the formula (I) or a physiologically tolerated salt thereof. The invention relates to pharmaceutical compositions comprising such phenalkylamine derivatives, and the use of such phenalkylamine
Synthesis of substituted isoquinolines via Pd-catalyzed cross-coupling approaches
Todorovic, Nick,Awuah, Emelia,Albu, Silvia,Ozimok, Cory,Capretta, Alfredo
supporting information; experimental part, p. 6180 - 6183 (2012/01/03)
Palladium complexes incorporating ligands based on a 1,3,5,7-tetramethyl-2, 4,8-trioxa-6-phosphaadamantanyl scaffold were used to catalyze the arylation of ethyl cyanoacetate, malononitrile, and various ketones. The products from these reactions can be el
Discovery of 1-arylcarbonyl-6,7-dimethoxyisoquinoline derivatives as glutamine fructose-6-phosphate amidotransferase (GFAT) inhibitors
Qian, Yimin,Ahmad, Mushtaq,Chen, Shaoqing,Gillespie, Paul,Le, Nam,Mennona, Frank,Mischke, Steven,So, Sung-Sau,Wang, Hong,Burghardt Charles,Tannu, Shahid,Conde-Knape, Karin,Kochan, Jarema,Bolin, David
scheme or table, p. 6264 - 6269 (2011/11/29)
Through high throughput screening and subsequent hit identification and optimization, we synthesized a series of 1-arylcarbonyl-6,7- dimethoxyisoquinoline derivatives as the first reported potent and reversible GFAT inhibitors. SAR studies of this class o
An efficient and mild CuI/L-proline-catalyzed arylation of acetylacetone or ethyl cyanoacetate
Jiang, Yongwen,Wu, Nan,Wu, Haihong,He, Mingyuan
, p. 2731 - 2734 (2007/10/03)
The coupling reaction of aryl iodides with acetylacetone or ethyl cyanoacetate under catalysis of CuI/L-proline works at relatively mild conditions to provide 3-aryl-2, 4-pentanediones and α-aryl cyanoacetates in moderate to good yields. Georg Thieme Verlag Stuttgart.
Ru(II)- and Pt(II)-catalyzed cycloisomerization of ω-Aryl-1-alkynes. Generation of carbocationic species from alkynes and transition metal halides and its interception by an aromatic ring
Chatani, Naoto,Inoue, Hiroki,Ikeda, Tsutomu,Murai, Shinji
, p. 4913 - 4918 (2007/10/03)
The treatment of aryl-1-alkynes, such as 4-aryl-1-butyne, 5-aryl-1-pentyne, and 6-aryl-1-hexyne, with catalytic amounts of transition metal chlorides, such as PtCl2 and [RuCl2(CO)3]2, at 80 °C in toluene results in cycloisomerization to give dihydronaphthalenes or dihydrobenzocycloheptenes, in which the cyclization mode is dependent on the length of the tethers. The reaction is limited to substrates containing terminal alkynes. A key step of the reaction is the intramolecular interception by an aromatic ring of the vinylmetal complex 2, which contains a cation center at the β-position, generated from the electrophilic addition of transition metal halides toward an alkyne. The more electron-rich aryl systems are more reactive.
