Indole derivatives

Aksanova, L. A.; Sharkova, L. M.; Kucherova, N. F.

doi:10.1007/bf00471676

Cited by 3 publications

(3 citation statements)

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“…Polymethyl 1,2,3,4-tetrahydropyrrolo [3,4-b]indole 172 was prepared by reaction of 2,2,5,5-tetramethyl-3pyrrolidinone with arylhydrazine.HCl to give the corresponding hydrazone 171 which on treatment with EtOH/HCl afforded 172 (Scheme 70) [73]. …”

Section: Fischer Indole Synthesismentioning

confidence: 99%

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Synthesis and reactions of 3‐pyrrolidinones

Amer

Hammouda

Abdel‐Wahab

et al. 2008

Journal of Heterocyclic Chem

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N O R R 1 I This review presents a survey of the synthetic methods and reactions of 3-pyrrolidinones I (R = H, alkyl, acyl, ester; R 1 = H, alkyl, cyano, ester, etc). 3-Pyrrolidinones are synthetically versatiles substrate, as they can be used for synthesis of a large variety of heterocyclic compounds, such as indoles and 5-deazapteroic acid analogues and as a raw material for drug synthesis. The high reactivity of an active methylene group next to the carbonyl of the pyrrolidine ring is useful for various syntheses.

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Section: Fischer Indole Synthesismentioning

confidence: 99%

“…In a similar manner, 173 was prepared by reaction of -naphthylhydrazine with the corresponding 3-pyrrolidinone (Scheme 71) [73]. …”

Section: Scheme 70mentioning

confidence: 99%

Synthesis and reactions of 3‐pyrrolidinones

Amer

Hammouda

Abdel‐Wahab

et al. 2008

Journal of Heterocyclic Chem

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“…Hydrolysis of the obtained products 111a,b is accompanied by opening of the thiopyran ring [58]. The reaction of thiopyran-3-one 1,1-dioxide 4 with aryl-and naphthylhydrazines gave the condensed triand tetracyclic systems 113 and 114a-d [59], which can also be regarded as [3+2] cycloaddition products. As in the Hantsch reaction, three-component condensations of thiopyran-3-one 1,1-dioxide 4 or thiophene-3-one 1,1-dioxide 50 with 3-aminobut-2-enoates and substituted benzaldehydes lead to the hydroxytetrahydropyridines 115, which readily undergo dehydration and form the corresponding dihydropyridines 116 [7].…”

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confidence: 99%