A Mild and Efficient Method for Synthesis of b-Enaminones using Melamine-Formaldehyde Resin Supported H+ Under Solvent Free Conditions

Rezaei, Ramin; Shakeri, Mozhdeh

doi:10.14233/ajchem.2013.14436

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Regioselective Synthesis of β‐Aryl Enaminones and 1,4,5‐ Trisubstituted 1,2,3‐Triazoles from Chalcones and Benzyl Azides

Xie

Wang

et al. 2014

Adv Synth Catal

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A highly regioselective synthesis of b-aryl enaminones and 1,4,5-trisubstituted 1,2,3-triazoles from chalcones and benzyl azides based on reaction solvent selection is reported. In the presence of a catalytic amount of CeA C H T U N G T R E N N U N G (OTf) 3 , reactions of chalcones with benzyl azides in DMF at 100 8C afforded densely substituted Z-b-aryl enaminones in good to excellent yields, whereas treatment of chalcones with benzyl azides in toluene at 100 8C selectively produced 1,4,5-trisubstituted 1,2,3-triazoles in excellent yields. COMMUNICATIONSRegioselective Synthesis of b-Aryl Enaminones Scheme 1. A plausible reaction mechanism.

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Regioselective Synthesis of β‐Aryl Enaminones and 1,4,5‐ Trisubstituted 1,2,3‐Triazoles from Chalcones and Benzyl Azides

Xie

Wang

et al. 2014

Adv Synth Catal

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show abstract

3.1.15. Michael Addition Reaction Followed by Elimination Under Solvent-Free Conditions

Martins

Frizzo

Tier

et al. 2016

Comprehensive Organic Chemistry Experiments for the Laboratory Classroom

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A Mild and Efficient Method for Synthesis of b-Enaminones using Melamine-Formaldehyde Resin Supported H+ Under Solvent Free Conditions

Cited by 2 publications

References 14 publications

Regioselective Synthesis of β‐Aryl Enaminones and 1,4,5‐ Trisubstituted 1,2,3‐Triazoles from Chalcones and Benzyl Azides

Regioselective Synthesis of β‐Aryl Enaminones and 1,4,5‐ Trisubstituted 1,2,3‐Triazoles from Chalcones and Benzyl Azides

3.1.15. Michael Addition Reaction Followed by Elimination Under Solvent-Free Conditions

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