1967
DOI: 10.1021/jo01282a022
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2,5-Benzodiazocines and intermediates

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1967
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Cited by 27 publications
(9 citation statements)
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“…The imidazole ring of substituted isoindolo[2,1-a]-benzimidazol-11-ones 42 can be cleaved as a result of hydrogenolysis. The obtained 2-(2-aminophenyl)phthalimidines 74 can then be used for the production of 2-(2-aminophenyl)isoindolines 75 [88]. Schemes for the decomposition were proposed using the extended Hückel method [94].…”
Section: Nitrationmentioning
confidence: 99%
See 1 more Smart Citation
“…The imidazole ring of substituted isoindolo[2,1-a]-benzimidazol-11-ones 42 can be cleaved as a result of hydrogenolysis. The obtained 2-(2-aminophenyl)phthalimidines 74 can then be used for the production of 2-(2-aminophenyl)isoindolines 75 [88]. Schemes for the decomposition were proposed using the extended Hückel method [94].…”
Section: Nitrationmentioning
confidence: 99%
“…Reactions of o-Arylene diamines with o-Aroyl-and o-Acetylbenzoic Acids. The condensation of o-acylbenzoic acids [45-51] with the diamine 1a, leading to substituted isoindolobenzimidazoles 42, , where X = p(m)-Cl, Br, F, CF 3 , Me, Et, OMe, OEt 1aIn the case of o-aroylcyclohexanecarboxylic acids the corresponding 4b-aryl-substituted 1,2,3,4-tetrahydroisoindolobenzimidazolones 44a,b are formed with yields of ~50%[52][53][54]…”
mentioning
confidence: 99%
“…Further oxidation to the sulfone 31 completely inactivates the molecule. Replacement of the sulfur by O, NH, and CH2 32-34 as well as ring enlargement of the same series by a methylene group yielded the less active 2,3-dihydrooxazolo[2,3-a] isoindol-5(9bfl)-one (32 (36), l,2,3,10b-tetrahydropyrimido[2,l-a]isoindol-6(2H)-one (37), and 1,2,3,-10b-tetrahydropyrido[2,l-a]isoindol-6(2H)-one (38). In general, five-membered rings were more potent than sixmembered rings, and the antiviral activity decreased in the series S > O > CH2 > NH.…”
Section: Chemistrymentioning
confidence: 99%
“…[4]. Also, they are useful intermediates in synthetic organic chemistry, particularly in the amplification of imidazo[2,1-a]isoindolol-based anorectics, [2,5,6]central nervous system (CNS) stimulants [7,8] and antidepressants, [9] respectively. This class of compounds has also confirmed to be highly effective plant growth regulating agents [10] with effects on the plant budding process [11][12][13].…”
Section: Introductionmentioning
confidence: 99%