6286-36-8Relevant academic research and scientific papers
Synthetic route to rare isoindolones derivatives
Oukoloff, Killian,Buron, Frédéric,Routier, Sylvain,Jean, Ludovic,Renard, Pierre-Yves
, p. 2450 - 2456 (2015)
The isoindolone scaffold is present in many biologically active compounds. Here, we have developed a shorter and more efficient synthesis of tetrahydropyrido[2,1-a]isoindolone. The key step of this approach is a cyclization to form the γ-lactam ring under
An axial-to-axial chirality transfer strategy for atroposelective construction of C–N axial chirality
Chen, Jiangwei,Cheng, Hong-Gang,Hong, Xin,Hua, Yu,Liu, Ze-Shui,Ma, Yuanyuan,Wu, Chenggui,Xie, Pei-Pei,Zhou, Qianghui
supporting information, p. 1917 - 1932 (2021/05/31)
C–N axially chiral skeletons are ubiquitous in bioactive natural products, pharmaceuticals, and chiral ligands. However, their atroposelective synthesis remains a formidable challenge because of their innate low configurational stability compared with tha
Nitro-, Azo-, and Amino Derivatives of Ebselen: Synthesis, Structure, and Cytoprotective Effects
Singh, Vijay P.,Poon, Jia-Fei,Yan, Jiajie,Lu, Xi,Ott, Marjam Karlsson,Butcher, Ray J.,Gates, Paul J.,Engman, Lars
, p. 313 - 321 (2017/04/26)
Novel azo-bis-ebselen compounds 7 were prepared by reduction of 7-nitro-2-aryl-1,2-benzisoselenazol-3(2H)-ones 3 and 6 with sodium benzenetellurolate, NaTeC6H5, and by reaction of 2-bromo-3-nitrobenzamides with Na2Se2
Design, synthesis and insecticidal activity of novel anthranilic diamides with benzyl sulfide scaffold
Chen, Yin-Bo,Li, Ji-Ling,Shao, Xu-Sheng,Xu, Xiao-Yong,Li, Zhong
, p. 673 - 676 (2013/07/26)
A series of novel anthranilic diamides with benzyl sulfide scaffold were synthesized, in which N-pyridylpyrazole moiety generally regarded as key pharmacophore was abandoned. The target compounds were characterized by 1H NMR, 13C NMR, 19F NMR and HRMS. The preliminary bioassays indicated that half of the title compounds were endowed with good insecticidal activities against armyworm (Mythimna sepatara) at the concentration of 500 mg/L. Exhilaratingly, the synthesized compound 3a was also active against Tetranychus cinnabarinus at 100 mg/L. The difference in activities between the target compounds was influenced by the substituents, which provided some hints for further investigation on structure modifications.
INSECTICIDAL 2-METHOXYBENZAMIDE DERIVATIVES
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Page/Page column 119, (2013/04/24)
The present invention relates to novel triazole derivatives of formula (I) having insecticidal activity, to processes and intermediates for preparing them, to insecticidal, acaricidal, nematicidal or molluscicidal compositions comprising them and to metho
Synthesis and glutathione peroxidase-like activities of isoselenazolines
Singh, Vijay P.,Singh, Harkesh B.,Butcher, Ray J.
experimental part, p. 5485 - 5497 (2011/11/29)
The aromatic nucleophilic substitution (SNAr) reactions of N-(2-bromo-3-nitrobenzyl)aniline (18), N-(2-bromo-3-nitrobenzyl)-4-methylaniline (19) and N-(2-bromo-3-nitrobenzyl)-4-nitroaniline (20) with [nBuSeNa] afford N-[2-(butylselanyl)-3-nitro
INSECTICIDAL COMPOUNDS
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Page/Page column 28, (2010/11/18)
The present invention relates to bis-amide derivatives of formula (I), to processes and intermediates for preparing them, to methods of using them to control insect, acarine, nematode and mollusc pests, and to insecticidal, acaricidal, nematicidal and molluscicidal compositions comprising them.
4-Substituted 5-nitroisoquinolin-1-ones from intramolecular Pd-catalysed reaction of N-(2-alkenyl)-2-halo-3-nitrobenzamides
Dhami, Archana,Mahon, Mary F.,Lloyd, Matthew D.,Threadgill, Michael D.
experimental part, p. 4751 - 4765 (2009/10/23)
4-Methyl- and 4-benzyl-5-aminoisoquinolin-1-ones are close analogues of the water-soluble PARP-1 inhibitor 5-AIQ. Their synthesis was approached through Pd-catalysed cyclisations of N-(2-alkenyl)-2-iodo-3-nitrobenzamides. Reaction of N,N-diallyl-2-iodo-3-nitrobenzamide with Pd(PPh3)4 gave a mixture of 2-allyl-4-methyl-5-nitroisoquinolin-1-one and 2-allyl-4-methylene-5-nitro-3,4-dihydroisoquinolin-1-one. N-Benzhydryl-N-cinnamyl-2-iodo-3-nitrobenzamide similarly gave 2-benzhydryl-4-benzyl-5-nitroisoquinolin-1-one and 2-benzhydryl-4-benzylidene-5-nitro-3,4-dihydroisoquinolin-1-one. The isomeric products are not interconvertible. A deuterium-labelling study indicated that the isomers were formed by different pathways: a π-allyl-Pd route and the classical Heck route. The corresponding secondary amides N-allyl-2-iodo-3-nitrobenzamide and N-((substituted)-cinnamyl)-2-iodo-3-nitrobenzamide gave good yields of the required 4-methyl- and 4-((substituted)-benzyl)-5-nitroisoquinolin-1-ones, respectively, under optimised conditions (Pd(PPh3)4, Et3N, Bu4NCl, 150 °C, rapid heating). Hydrogenation of the nitro groups gave 4-methyl- and 4-benzyl-5-aminoisoquinolin-1-ones, which were potent inhibitors of PARP-1 activity.
Efficient synthesis of phenanthridinone derivatives via a palladium-catalyzed coupling process
Furuta, Takumi,Kitamura, Yuki,Hashimoto, Ayano,Fujii, Satoshi,Tanaka, Kiyoshi,Kan, Toshiyuki
, p. 183 - 186 (2007/10/03)
(Chemical Equation Presented) A palladium-mediated domino reaction was developed to conveniently synthesize phenanthridinone derivatives. Phosphine ligand 1 strongly promotes the domino process, which includes aryl-aryl coupling and C-N bond formations concomitant with a deamidation reaction. The versatility and applicability to a broad range of substrates make this reaction useful for the development of bioactive derivatives.
Synthesis of fused indoles by sequential palladium-catalyzed Heck reaction and N-heteroannulation
S?derberg, Bj?rn C.G.,Hubbard, Jeremiah W.,Rector, Stacey R.,O'Neil, Shannon N.
, p. 3637 - 3649 (2007/10/03)
A route to 3,4-fused indoles via two consecutive palladium-catalyzed reactions; an intramolecular Heck reaction followed by a reductive N-heteroannulation is described. Using this route, a number of indoles have been prepared having a variety of ring sizes anchored to the 3- and 4-position of the indole nucleus. Furthermore, a number of functional groups, both carbon and heteroatom substituents can be introduced in (and on) the additional ring without any detrimental effects on the two reactions.
