60025-40-3Relevant articles and documents
The triplet state of a N-phenylphthalimidine with high intersystem crossing efficiency: Characterization by transient absorption spectroscopy and DNA sensitization properties
Lhiaubet-Vallet, Virginie,Trzcionka, Jeì?roì?me,Encinas, Susana,Miranda, Miguel A.,Chouini-Lalanne, Nadia
, p. 14148 - 14153 (2004)
The detailed triplet state characteristics of 2-(4-acetylphenyl)isoindolin- 1-one (kINP), a N-phenylphthalimidine (PPI) derivative, have been studied in fluid solution at room temperature. The attachment of an acetyl group to the N-phenyl moiety of PPI has permitted to enhance the intersystem crossing quantum yield, generally low for such compounds. Upon 308-nm laser flash photolysis of kINP in acetonitrile, a triplet-triplet transition has been evidenced ( λmax = 440 nm). Further characterization of this transient at 440 nm gave a lifetime ?? = 11 μs, a molar absorption coefficient ?μ = 22 000 M-1 ?? cm-1, and an intersystem crossing quantum yield of 0.89. Moreover, a pi; pi; z.ast; nature has been found for this triplet state that lies at ca. 290 kJ ?? mol-1 above the ground state. In addition to providing fundamental information on the triplet state properties of PPI derivatives, its importance during a photobiological process has been evidenced. kINP is the key compound involved in thymine dimers formation during the photosensitization of DNA by indoprofen, a nonsteroidal antiinflammatory drug.
Application of the mild-condition phthalimidine synthesis with use of 1,2,3-1h-benzotriazole and 2-mercaptoethanol as dual synthetic auxiliaries. Effective synthesis of phthalimidines possessing a variety of substituents at 2-position
Takahashi, Ichiro,Kawakami, Teruki,Hirano, Etsushi,Kimino, Mako,Kamimura, Shigeki,Miwa, Takayuki,Tamura, Takanori,Tazaki, Ryo,Kitajima, Hidehiko,Hatanaka, Minoru,Isa, Kimio,Hosoi, Shinzo
, p. 557 - 571 (2017/04/10)
The mild-condition phthalimidine synthesis based on Mannich type 1:1 condensation reaction between o-phthalaldehyde with a variety of primary amines in the presence of excess 2-mercaptoethanol and 1,2,3-1H-benzotriazole as "dual synthetic auxiliaries" in MeCN for 13 h at room temperature afford 2-substituted phthalimidines (2,3-dihydroisoindol-1-one) in fair to good isolated yields.
Synthesis of substituted amines and isoindolinones: Catalytic reductive amination using abundantly available AlCl3/PMHS
Kumar, Vishal,Sharma, Sushila,Sharma, Upendra,Singh, Bikram,Kumar, Neeraj
, p. 3410 - 3414 (2013/01/16)
AlCl3 has been employed for highly chemoselective reductive amination of carbonyl compounds in ethanol using polymethylhydrosiloxane as an inexpensive, stable and safe reducing agent without an inert atmosphere. A large range of functional groups such as nitro, carboxylic acid, acetyl, nitrile, halogen, methoxy, alkene and heterocycles were well tolerated. AlCl3 also catalyzed tandem amination-amidation of 2-carboxybenzaldehyde with different amines to afford N-substituted isoindolinones. The catalyst can be recycled at least three times without any significant effect on activity and selectivity.
