63883-96-5Relevant academic research and scientific papers
A simple and efficient synthesis of isoindolinone derivatives based on reaction of ortho-lithiated aromatic imines with CO
Li, Hai-Jun,Zhang, Yu-Qing,Tang, Liang-Fu
, p. 7681 - 7686 (2015)
A simple and efficient one-pot synthesis of 2,3-disubstituted isoindolinones via the reaction of o-lithiated aromatic imines with carbon monoxide under one atmospheric pressure has been developed. Preliminary in vitro tests for fungicidal activity of thes
Synthesis of 3-acyl, methylene and epoxy substituted isoindolinone derivatives via the ortho-lithiation/cyclization procedures of aromatic imines with carbon monoxide
Xu, Yi,Liu, Xiao-Yu,Wang, Zhi-Hong,Tang, Liang-Fu
, p. 7245 - 7253 (2017)
A simple and convenient one-pot synthesis of 3-acyl, methylene and epoxy isoindolinone derivatives via the reaction of o-lithiated aromatic imines with carbon monoxide followed with acyl chlorides or PhCO(CH2)nBr (n = 1 or 3) under mild reaction conditions has been developed. Preliminary in vitro tests for fungicidal activity of these isoindolinone derivatives indicated that most of them exhibit good fungicidal activity against Sclerotinia sclerotiorum.
Metal-Free Cascade Formation of Intermolecular C-N Bonds Accessing Substituted Isoindolinones under Cathodic Reduction
Zou, Zirong,Cai, Genuo,Chen, Weihao,Zou, Canlin,Li, Yamei,Wu, Hongting,Chen, Lu,Hu, Jinhui,Li, Yibiao,Huang, Yubing
, p. 15777 - 15784 (2021/11/17)
An electrochemical protocol for the construction of substituted isoindolinones via reduction/amidation of 2-carboxybenzaldehydes and amines has been realized. Under metal-free and external-reductant-free electrolytic conditions, the reaction achieves the cascade formation of intermolecular C-N bonds and provides a series of isoindolinones in moderate to good yields. The deuterium-labeling experiment proves that the hydrogen in the methylene of the product is mainly provided by H2O in the system.
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.
Palladium-catalyzed amidation by chemoselective C(sp3)-H activation: Concise route to oxindoles using a carbamoyl chloride precursor
Tsukano, Chihiro,Okuno, Masataka,Takemoto, Yoshiji
supporting information; experimental part, p. 2763 - 2766 (2012/05/05)
Quite select: A new strategy was developed for the synthesis of various oxindoles from carbamoyl chlorides. Under the optimum reaction conditions, with Ad2PBu as a ligand, tBuCONHOH as an additive, and a CO atmosphere, selective C(sp3/sup
Direct one-pot cobalt(II) phthalocyanine catalyzed synthesis of N-substituted isoindolinones
Kumar, Vishal,Sharma, Upendra,Singh, Bikram,Kumar, Neeraj
, p. 1594 - 1598 (2013/02/25)
A direct one-pot synthetic approach is described wherein cobalt(II) phthalocyanine (CoPc) catalyzed reductive amination of 2-carboxybenzaldehyde, followed by intramolecular amidation afforded N-substituted isoindolinones. The method used diphenylsilane as reducing agent in ethanol. High chemoselectivity with excellent yield was obtained in most of the studied substrates.
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.
Palladium-catalyzed carbonylative cyclization of 2-bromobenzaldehyde with primary amines leading to isoindolin-1-ones
Cho, Chan Sik,Ren, Wen Xiu
experimental part, p. 2097 - 2099 (2009/07/17)
2-Bromobenzaldehyde is carbonylatively cyclized with primary amines under carbon monoxide pressure in DMF at 100 °C in the presence of a catalytic amount of a palladium catalyst to give the corresponding isoindolin-1-ones in moderate to high yields.
Twisted intramolecular charge-transfer fluorescence of aromatic amides: Conformation of the amide bonds in the excited states
Azumaya, Isao,Kagechika, Hiroyuki,Fujiwara, Yoshihisa,Itoh, Michiya,Yamaguchi, Kentaro,Shudo, Koichi
, p. 2833 - 2838 (2007/10/02)
The mechanism of the dual fluorescences of benzanilide (1) and N-methylbenzanilide (2) in methylcyclohexane was investigated. The emission at longer wavelength is composed of one component for 1 (λmax 477 nm) and of one major component (96%, λ
