2613-38-9Relevant articles and documents
PHENYL-SULFAMOYL.BENZOYC ACIDS AS ERAP1 MODULATORS
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Page/Page column 143-144, (2020/11/23)
The present invention relates to a compound of formula (I), or a pharmaceutically acceptable salt or hydrate thereof, wherein: the group X-Y is -NHSO2- or -SO2NH-; Z is a monocyclic aryl or heteroaryl group, each of which is optionally substituted by one ormore substituents selected from alkyl, cycloalkyl, halo, alkoxy, CN, haloalkyl and OH; R1 is H or alkyl; R2 is selected from COOH and a tetrazolyl group; R3 is selected from H, C land alkyl; R4 is selected from H and halo; R5 is selected from H, alkyl, haloalkyl, SO2-alkyl,Cl, alkoxy, OH, CN, hydroxyalkyl, alkylthio, heteroaryl, cycloalkyl, heterocycloalkyl andhaloalkoxy; R6 is H; R7 is selected from H, CN, haloalkyl, halo, SO2-alkyl,SO2NR12R13, heteroaryl, CONR10R11 and alkyl, wherein said heteroaryl group is optionallysubstituted by one or more substituents selected from alkyl, halo, alkoxy, CN, haloalkyl and OH; R8 is selected from H, alkyl, haloalkyl and halo; and R9 is H, alkyl or halo; R10 and R11 are each independently H or alkyl; and R12 and R13 are each independently H or alkyl. Further aspects of the invention relate to such compounds for use in the field of immuno- oncology and related applications. Another aspect of the invention relates to compounds of formulae (la) and (lb).
Transition-metal-free synthesis of phenanthridinones from biaryl-2-oxamic acid under radical conditions
Yuan, Ming,Chen, Li,Wang, Junwei,Chen, Shenjie,Wang, Kongchao,Xue, Yongbo,Yao, Guangmin,Luo, Zengwei,Zhang, Yonghui
supporting information, p. 346 - 349 (2015/02/19)
Na2S2O8-promoted decarboxylative cyclization of biaryl-2-oxamic acid for phenanthridinones has been developed. This work illustrates the first example of intramolecular decarboxylative amidation of unactivated arene under transition-metal-free conditions. Additionally, this approach provides an efficient and economical method to access biologically interesting phenanthridinones, an important structure motif in many natural products. (Chemical Equation Presented).
N,N,N′,N′-tetra(diphenylphosphinomethyl)pyridine-2,6-diamine/palladium catalyzed Suzuki-Miyaura coupling of aryl and heteroaryl halides
Guo, Fei-Chen,Zhou, Rong,Jiang, Zhi-Jie,Wang, Wei,Fu, Hai-Yan,Zheng, Xue-Li,Chen, Hua,Li, Rui-Xiang
, p. 87 - 90 (2015/04/14)
An easily synthesized tetraphosphine N,N,N′,N′-tetra(diphenylphosphinomethyl)-pyridine-2,6-diamine (TPPDA) in combination with PdCl2 was proved to be a highly efficient catalyst for Suzuki-Miyaura cross-coupling. This system could catalyze a variety of aryl halide substrates with a wide range of functional groups as well as heteroaryl halides. A high turnover number (TON) up to 3,350,000 was reached for 3-bromochlorobenzene.
Silver-catalyzed arylation of (hetero)arenes by oxidative decarboxylation of aromatic carboxylic acids
Kan, Jian,Huang, Shijun,Lin, Jin,Zhang, Min,Su, Weiping
supporting information, p. 2199 - 2203 (2015/02/19)
A long-standing challenge in Minisci reactions is achieving the arylation of heteroarenes by oxidative decarboxylation of aromatic carboxylic acids. To address this challenge, the silver-catalyzed intermolecular Minisci reaction of aromatic carboxylic acids was developed. With an inexpensive silver salt as a catalyst, this new reaction enables a variety of aromatic carboxylic acids to undergo decarboxylative coupling with electron-deficient arenes or heteroarenes regardless of the position of the substituents on the aromatic carboxylic acid, thus eliminating the need for ortho-substituted aromatic carboxylic acids, which were a limitation of previously reported methods.
An easily prepared tetraphosphine and its use in the palladium-catalyzed Suzuki-Miyaura coupling of aryl chlorides
Wang, Kun,Wang, Wei,Luo, Heng,Zheng, Xueli,Fu, Haiyan,Chen, Hua,Li, Ruixiang
, p. 1214 - 1219 (2014/01/06)
An air-stable tetraphosphine N,N,N′,N′- tetra(diphenylphosphinomethyl)-benzene-1,3-diamine (L3) was easily prepared in two steps from triphenylphosphine, which in combination with [Pd(η3-C3H5)Cl]2 affords an efficient catalyst for Suzuki-Miyaura coupling of activated chloroarenes. Even at high temperature of 130 C, this catalyst exhibits good stability and longevity, and could allow a high turnover number of 680,000 to be reached. Graphical Abstract: [Figure not available: see fulltext.].
Triphenylphosphine-mediated reductive cyclization of 2-nitrobiphenyls: A practical and convenient synthesis of carbazoles
Freeman, Adam W.,Urvoy, Marie,Criswell, Megan E.
, p. 5014 - 5019 (2007/10/03)
The synthesis of a series of substituted carbazoles from the corresponding 2-nitrobiphenyl derivatives using a novel modification of the Cadogan reaction is described. Cyclization of the 2-nitrobiphenyls was achieved via reductive deoxygenation of the nitro groups using a slight excess of triphenylphosphine in a suitable solvent. We have observed a temperature dependence on the extent of conversion under these conditions, with higher boiling solvents affording higher yields across a range of substrates. The new reaction conditions are very straightforward and convenient to execute, tolerate a broad range of functional groups, and yield carbazole products in the absence of unwanted side products.
Palladium catalysed Suzuki reactions of fluoroarenes
Widdowson, David A.,Wilhelm, Rene
, p. 578 - 579 (2007/10/03)
A novel palladium catalysed cleavage of C-F bonds in a series of Suzuki reactions of aryl fluorides is described together with a discussion of the mechanistic implications.
Palladium catalysed cross-coupling of aryl chlorides with arylboronic acids in the presence of a new tetraphosphine ligand
Feuerstein,Doucet,Santelli
, p. 1458 - 1460 (2007/10/03)
Cis,cis,cis-1,2,3,4-tetrakis(diphenylphosphinomethyl)cyclo pentane/[PdCl(C3H5)]2 system catalyses the cross-coupling of aryl chlorides with arylboronic acids with high ratios substrate/catalyst. A turnover number of 6800000 has been obtained for the addition of the activated 2-chloro-5-(trifluoromethyl)nitrobenzene to benzeneboronic acid in the presence of this catalyst.
