2008
DOI: 10.1016/j.tetlet.2008.02.080
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A novel biomimetic condensation of 2-deoxyribose, aryl amine and acetyl acetone to bicyclic aminols catalyzed by InCl3

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Cited by 14 publications
(8 citation statements)
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“…Thus, it has been reported that Lewis acids such as InCl 3 as catalysts increase the electrophilicity of aldehydes or ketones in their condensation reactions with low nucleophilic aromatic amines. 20 In this context, a catalytic amount of InCl 3 (1% mol) was added to promote the condensation between the 3-formylchromones 10 and the 2-aminopyridines 11. Moreover, it is well known that the high electrophilic iminium ions are obtained from imines through BrØnsted acid catalysis.…”
Section: Methodsmentioning
confidence: 99%
“…Thus, it has been reported that Lewis acids such as InCl 3 as catalysts increase the electrophilicity of aldehydes or ketones in their condensation reactions with low nucleophilic aromatic amines. 20 In this context, a catalytic amount of InCl 3 (1% mol) was added to promote the condensation between the 3-formylchromones 10 and the 2-aminopyridines 11. Moreover, it is well known that the high electrophilic iminium ions are obtained from imines through BrØnsted acid catalysis.…”
Section: Methodsmentioning
confidence: 99%
“…7). 23 The reaction typically leads to 1:1 mixtures of two diastereomers and shows considerable scope in the nature of the substitutents of the aniline component ( 20 ).…”
Section: Introduction: Mcr Space Shape and Diversitymentioning
confidence: 99%
“…It has been reported that Lewis acids favor the condensation between anilines with aldehydes or ketones. 21 In this context, InCl3 was used because compared to other Lewis acids has advantages such as being less toxic and hygroscopic and easy handling. However, yields were low probably due to the formation of a complex with the metal and the isocyanide.…”
Section: Resultsmentioning
confidence: 99%