83665-33-2Relevant academic research and scientific papers
Visible-Light-Induced Metal-/Photocatalyst-Free C-H Bond Imidation of Arenes
Kuribara, Takahito,Nakajima, Masaya,Nemoto, Tetsuhiro
supporting information, p. 2235 - 2239 (2020/03/13)
In this study, a visible-light-induced intermolecular C-H bond imidation of arenes was achieved at ambient condition. By using simple phthalimide with (diacetoxyiodo)benzene and molecular iodine, direct metal-/photocatalyst-free C-N bond formation was achieved. The imidation protocol was designed by using time-dependent density functional theory calculations and experimentally demonstrated for 28 substrates with as high as 96% yield. Mechanistic studies indicated that radical-mediated aromatic substitution occurred via photolysis of N-iodophthalimide under visible-light irradiation.
Chitosan: An efficient recyclable catalyst for transamidation of carboxamides with amines under neat conditions
Nageswara Rao, Sadu,Chandra Mohan, Darapaneni,Adimurthy, Subbarayappa
supporting information, p. 4122 - 4126 (2014/10/15)
A novel chitosan-catalyzed transamidation of carboxamides with amines under solvent-free conditions is described. A series of amide derivatives as well as more challenging aryl and alkyl amines with long-chain alkyl substituents could be selectively converted into the corresponding transamidation products, which are frequently found in biologically active compounds and pharmaceuticals. Under similar reaction conditions benzo[d]heterocycles were also obtained via a one-pot synthesis through transamidation and subsequent dehydration. Recyclability of chitosan was demonstrated, with quantitative yields of products obtained without any loss of catalytic activity. the Partner Organisations 2014.
Palladium-catalyzed carbonylative synthesis of phthalimides from 1,2-dibromoarenes with molybdenum hexacarbonyl as carbon monoxide source
Wu, Xiao-Feng,Oschatz, Stefan,Sharif, Muhammad,Flader, Anika,Krey, Lisa,Beller, Matthias,Langer, Peter
supporting information, p. 3581 - 3585 (2014/01/06)
We describe here a convenient and mild, carbon monoxide gas-free palladium-catalyzed procedure to obtain N-substituted phthalimides with molybdenum hexacarbonyl as carbon monoxide precursor. These conditions tolerate a number of functional groups on the benzene ring as well as a number of amines and give the corresponding phthalimides in good to excellent yields. Copyright
Photoinduced electron transfer cyclizations of aryl-linked phthalimides
Lee, Yong-Jun,Ahn, Do-Hwan,Lee, Kyoung-Sub,Kim, Ae Rhan,Yoo, Dong Jin,Oelgem?ller, Michael
experimental part, p. 5029 - 5031 (2011/10/09)
The photochemistry of arene-linked phthalimides incorporating the carboxylate or thioether donor group was investigated. Simple N-phthalimidophenyl alkanoates exclusively gave photoreduction (CO 2H/H-exchange) products. In contrast, ω-phthalimido-meta- phenoxy carboxylates underwent photodecarboxylative cyclizations in yields of 6-48%. Likewise, catechol-linked derivatives furnished analogue cyclization products in 18-38% yield. Using the photodecarboxylation protocol, macrocyclic target compounds with ring sizes up to 17 could thus be realized. Two model phthalimides containing a thioether branch at the ortho-position of the arene-linker gave the analogue seven-membered cyclization products in yields of 28% and 35%, respectively.
Hypolipidemic Activity of Phthalimide Derivatives. 2. N-Phenylphthalimide and Derivatives
Chapman, James M.,Voorstad, P. Josee,Cocolas, George H.,Hall, Iris H.
, p. 237 - 243 (2007/10/02)
A series of substituted N-phenylphthalimide derivatives was synthesized and examined for their ability to lower serum cholesterol and triglyceride levels in mice at 20 (mg/kg)/day, ip.Of the newly synthesized compounds, the most potent compound, o-(N-phthalimido)acetophenone, lowered serum cholesterol 57percent after 16 days and lowered serum triglyceride levels 44percent after 14 days. o-(N-Phthalimido)acetophenone was observed to be active in both normogenic (normal blood lipids levels) and hyperlipidemic mice and normogenic rats.In the latter, the reduction of serum lipids was reversible.The mode of action of this compound appeared to be multiple, including blockage of the de novo synthesis of lipids and acceleration of the excretion of lipids.The lipoprotein fractions of rat blood were reduced significantly in cholesterol, triglyceride, and neutral lipid content after 14 days treatment with o-(N-phthalimido)acetophenone.
