1995
DOI: 10.1080/00397919508015844
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Reactivity of 7-Aminoindoles with Acetylacetone

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Cited by 13 publications
(9 citation statements)
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“…However, the synthesis of phenylhydrazone by the condensation of phenylhydrazine with carbonyl compounds or by condensation of o-nitroaniline diazonium with ethyl -methylacetoacetate in basic medium (Japp-Klingemann reaction) lead to two tautomeric products (Murakami et al, 1993;Wagaw et al, 1999;Lipinska et al, 1999). Based on our indole synthesis program (El Kihel et al, 2013, 2007El Ouar et al, 1995), we report in this work the isolation of the majority product of the mixture of the two tautomers.…”
Section: Structure Descriptionmentioning
confidence: 99%
“…However, the synthesis of phenylhydrazone by the condensation of phenylhydrazine with carbonyl compounds or by condensation of o-nitroaniline diazonium with ethyl -methylacetoacetate in basic medium (Japp-Klingemann reaction) lead to two tautomeric products (Murakami et al, 1993;Wagaw et al, 1999;Lipinska et al, 1999). Based on our indole synthesis program (El Kihel et al, 2013, 2007El Ouar et al, 1995), we report in this work the isolation of the majority product of the mixture of the two tautomers.…”
Section: Structure Descriptionmentioning
confidence: 99%
“…For medicinal activity, see: El Kihel et al (2007Kihel et al ( , 2013; Penning et al (1997); Dumas et al (2000). For starting materials, see: El Ouar et al (1995 Symmetry codes: (i) Àx þ 1; Ày; Àz þ 2; (ii) x; y þ 1; z þ 1; (iii) Àx þ 1; Ày; Àz þ 1.…”
Section: Related Literaturementioning
confidence: 99%
“…In previous papers (El Kihel et al, 2007;2013;El Ouar et al, 1995), we have reported some reactions of 7-aminoindoles and the condensation of the 7-nitroindole-2-carbohydrazide with acetylacetone. Herein, we report the Table 2.…”
Section: Related Literaturementioning
confidence: 99%
“…El Ouar et al . have reported the synthesis of these molecules in modest yields by reacting ethyl‐7‐aminoindole‐2‐carboxylate with various 1,3‐diketones at 220 o C, in the presence of p ‐toluenesulfonic acid . Steve Ley and co‐workers, in their effort towards microwave assisted Leimgruber‐Batcho indole synthesis, have demonstrated diversity of their synthesis by showing formation of pyrrolo[3,2‐ h ]quinoline as one of the products .…”
Section: Introductionmentioning
confidence: 99%