2013
DOI: 10.1007/s10593-013-1382-2
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Substituted 2-Formylbenzoic Acids in the Synthesis of 11H-Isoindolo[2,1-a]Benzimidazol-11-Ones, 5H-Isoindolo[2,1-a][3,1]Benzoxazine-5,11(6aH)-Diones, and 6,6a-Dihydroisoindolo-[2,1-a]Quinazoline-5,11-Diones

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Cited by 15 publications
(7 citation statements)
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“…The general synthesis procedure using o-phenylenediamine to prepare isoindolo[2,1-a]benzimidazol-11-one and its analogues have been fairly reported. 39,40 We chose the typical conditions with heating under reux in acetic acid and acetic anhydride successively to prepare isoindolo[2,1-a]-6,9-dibromobenzimidazol-11-one ("0f"), 2,3-diuoroisoindolo[2,1-a]-6,9-dibromobenzimidazol-11-one ("2f") and 1,2,3,4-tetrauoroisoindolo[2,1-a]-6,9-dibromobenzimidazol-11-one ("4f"). FT-IR and 1 H-NMR were used to verify the structural characterization of three monomers, which were described in ESI, † along with the details of synthesis (see ESI S1 and S2 †).…”
Section: Synthesis Of Monomers and Polymersmentioning
confidence: 99%
See 1 more Smart Citation
“…The general synthesis procedure using o-phenylenediamine to prepare isoindolo[2,1-a]benzimidazol-11-one and its analogues have been fairly reported. 39,40 We chose the typical conditions with heating under reux in acetic acid and acetic anhydride successively to prepare isoindolo[2,1-a]-6,9-dibromobenzimidazol-11-one ("0f"), 2,3-diuoroisoindolo[2,1-a]-6,9-dibromobenzimidazol-11-one ("2f") and 1,2,3,4-tetrauoroisoindolo[2,1-a]-6,9-dibromobenzimidazol-11-one ("4f"). FT-IR and 1 H-NMR were used to verify the structural characterization of three monomers, which were described in ESI, † along with the details of synthesis (see ESI S1 and S2 †).…”
Section: Synthesis Of Monomers and Polymersmentioning
confidence: 99%
“…Peaks around 2853-2926 cm À1 was typical strong C-H stretching for octyl chains, peaks around 1213 cm À1 and 1345 cm À1 were alkyl and aryl C-N, and it's noticeable that stretching vibrations of carbonyl groups in condensed cyclic g-lactams would move to about 1770 cm À1 in their IR spectra. 40 The C-F bonds don't usually possess a constant vibrational frequency nor do they always have unique absorption band features, which may lead to the difficulty of locating and recognizing their absorption. 41 Since the C-F stretching could exhibit two or more bands of polyuorinated aliphatic hydrocarbons with a broad range 41 of 1400-1000 cm À1 , and compared with the non-uorinated monomer 0f, the aromatic C-F stretching bands of uorinated monomer 2f and 4f were assumed to be (1471 cm À1 , 1486 cm À1 ) and (1492 cm À1 , 1519 cm À1 ), respectively.…”
Section: Characterization Of Pcz0 Pcz2 and Pcz4mentioning
confidence: 99%
“…Pyrimidoisoindoles showed high vasorelaxtant, antiplasmodial, and antifungal activity. In recent years, a few methods have been developed for the preparation of isoindolo[2,1‐ a ]quinazoline and pyrimido[2,1‐ a ]isoindole derivatives , …”
Section: Introductionmentioning
confidence: 99%
“…[1][2][3][4][5][6][7][8] Isoindolo[2,1-a]quinazoline-5,11dione derivatives have been reported to exhibit various biological activities, including inhibition of tumor necrosis factor-α, which plays a major role in the treatment of rheumatoid arthritis, Crohn's disease, and ulcerative colitis. 9 Reported methods for the synthesis of isoindolo[2,1-a]quinazoline derivatives include reactions catalyzed by acetic acid, 10,11 montmorillonite K10, 9 β-cyclodextrin, 12 Saccharomyces cerevisiae, 13 CuO nanoparticles, 14 iodine in an ionic liquid, 15,16 17 or Fe in acetic acid. 18 Pyrrolo[1,2-a]quinoxalines have been prepared by a Mannich protocol, 19,20 a 1,3-dipolar cycloaddition reaction strategy, 21 a base-catalyzed approach, 22 visible light induced photoredox catalysis, 23 a modified Pictet-Spengler reaction catalyzed by TsOH with benzotriazole as an additive, 24 or intramolecular amidoalkylation-cyclization, 25 and by phasetransfer-catalyzed or trimethylsilyl cyanide catalyzed routes for the synthesis of their Reissert analogues.…”
mentioning
confidence: 99%
“…24 The synthesis of imidazoquinoxalines through a Pictet-Spengler reaction on a solid phase has been reported. 29 However, these protocols suffer from various drawbacks, such as extended reaction times in the range of 7-15 hours, 9,14,16,17 low to moderate yields, 11 or the use of organic solvents such as EtOH, 9,17 acetic acid, 10,11,18 THF, 13,24 or toluene. 24 In recent years, deep eutectic solvents (DESs) have emerged as promising green solvents.…”
mentioning
confidence: 99%