60462-91-1Relevant academic research and scientific papers
RhII-Catalyzed Cycloaddition of α-Diazo Homophthalimides and Nitriles Delivers Oxazolo[5,4-c]isoquinolin-5(4H)-one Scaffold
Kantin, Grigory,Dar'in, Dmitry,Krasavin, Mikhail
supporting information, p. 4857 - 4859 (2018/09/14)
Homophthalimides underwent facile diazo transfer reactions and the resulting diazo homophthalimides entered cycloaddition reactions with nitriles catalyzed by Rh2(OAc)4. The latter reaction represents the first example of 1,3-oxazole
Microwave promoted one-pot synthesis of some novel N-aryl isoquinoline derivatives
Havaldar, Freddy H.,Mule, Ganesh B.,Dabholkar, Bhushan V.
, p. 828 - 837 (2013/08/23)
Homophthalic anhydride 1 reacts with different aromatic amines to produce N-substituted homophthalimides 2 under microwave irradiation. A rapid microwave-assisted chemical synthesis of condensed 4-substituted furo[2,3-c]isoquinoline-1,5(2H,4H)-diones 3 an
Progesterone receptor antagonists with a 3-phenylquinazoline-2,4-dione/2-phenylisoquinoline-1,3-dione skeleton
Nakagawa, Aya,Uno, Shigeyuki,Makishima, Makoto,Miyachi, Hiroyuki,Hashimoto, Yuichi
, p. 7046 - 7054 (2008/12/22)
Novel non-steroidal progesterone receptor antagonists with a 3-phenylquinazoline-2,4-dione/2-phenylisoquinoline-1,3-dione skeleton were developed and their structure-activity relationships were investigated. Among the prepared compounds, 4-(4,4-diethyl-3,
Specific inhibitor of puromycin-sensitive aminopeptidase with a homophthalimide skeleton: Identification of the target molecule and a structure-activity relationship study
Komoda, Masato,Kakuta, Hiroki,Takahashi, Hiroyasu,Fujimoto, Yasuyuki,Kadoya, Shizuo,Kato, Fuminori,Hashimoto, Yuichi
, p. 121 - 131 (2007/10/03)
2-(2,6-Diethylphenyl)-1,2,3,4-tetrahydroisoquinoline-1,3-dione (2: PIQ-22) was found to be a potent and specific inhibitor of puromycin-sensitive aminopeptidase (PSA). Lineweaver-Burk plot analysis showed that PSA is inhibited by PIQ-22 in a non-competitive manner. Structure-activity relationship studies indicated that tautomerism of the imidobenzoylketone group in the cyclic imide moiety of the PIQ-22 skeleton is important for the inhibitory activity.
On the reactions of 1,3-isoquinolinediones with singlet oxygen
Ling, Ke-Qing,Ye, Jia-Hai,Chen, Xian-Yang,Ma, De-Jian,Xu, Jian-Hua
, p. 9185 - 9204 (2007/10/03)
Reactions of 1,3-isoquinolinediones 5 and 4-alkylated 1,3- isoquinolinediones 13 with singlet oxygen are entirely dominated by their enolization and proceed smoothly in benzene in the presence of pyridine as a base and a hydrogen bond acceptor. The products are triketones 6 and benzoisofuranones 7 for 5, and hydroperoxides 14, hydroxides 15 and benzoisofuranones 16 for 13. It was found that hydrolysis of 6 afforded the isoindolones 8 and not products 7, whereas alkaline cleavage of the hydroperoxide 14a yielded not only 16a, but also the isoindolone 19a, In view of these observations, an unusual [4+2] cycloaddition of the electron-rich enol 21 with singlet oxygen is proposed to be responsible for the formation of products 7 and 16, while products 6, 14 and 15 arise from both the [4+2] cycloaddition and the usual Schenck ene reaction pathways. This special diene reactivity of the isoquinolinone system towards singlet oxygen is further interpreted by frontier molecular orbital (FMO) interaction considerations.
Syntheses of Fluorescent Dyes, 10. - 2-Substituted Pyranoisoquinoline-3,6-diones and Merocyanine Dyes from Homophthalimides
Wolfbeis, Otto S.,Trummer, Iris,Knierzinger, Andreas
, p. 811 - 818 (2007/10/02)
The homophthalimides 1a-c were condensed with trimethoxymethane in the presence of acetic anhydride to give the enol ethers 2a-c, whereas the reaction of 1a-d with trimethoxymethane and arylamines (or N-methylurea in the case of 3c) affords the enamines 3
