Synthesis and Reactions of Furo[3,2-b]pyrrole Type Aldehydes

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Title:Synthesis and Reactions of Furo[3,2-b]pyrrole Type Aldehydes
Creators:
Krutošíková, Alžbeta
Dandárová, Miloslava
Alföldi, Juraj
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 58, 9, pp. 2139-2149

Abstract

The synthesis of ethyl 2-formyl-4-benzylfuro[3,2-<i>b</i>]pyrrole-5-carboxylate (<i>I</i>) is described. A series of furo[3,2-<i>b</i>]pyrrole-2-carbaldehyde 2,6-dialkylphenylhydrazones (<i>IIa - IIg</i>) and dimethylhydrazones (<i>IIIa - IIId</i>) were prepared. By reaction of title compounds with hydroxylammonium chloride in acetic anhydride in the presence of pyridine corresponding cyano-substituted compounds (<i>IVa - IVd</i>) were obtained. Alkaline hydrolysis of <i>IVa - IVd</i> gave <i>Va - Vb</i> and the reaction with sodium azide and ammonium chloride in dimethylformamide led to <i>VIa - VId</i>. the structure of the compounds have been proved by UV, IR, <sup>1</sup>H and <sup>13</sup>C NMR spectra.

Title:Synthesis and Reactions of Furo[3,2-b]pyrrole Type Aldehydes
Creators:
Krutošíková, Alžbeta
Dandárová, Miloslava
Alföldi, Juraj
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:58
Number:9
Page Range:pp. 2139-2149
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc19932139UNSPECIFIED
ID Code:334
Item Type:Article
Deposited On:06 Feb 2009 17:00
Last Modified:06 Feb 2009 16:00

Citation

Krutošíková, Alžbeta; Dandárová, Miloslava; Alföldi, Juraj (1993) Synthesis and Reactions of Furo[3,2-b]pyrrole Type Aldehydes. Collection of Czechoslovak Chemical Communications, 58 (9). pp. 2139-2149. ISSN 0010-0765

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