Regioselective one-pot three component synthesis of chiral 2-iminoselenazolines under sonication

A one-pot multi component reaction of selenoureas, which are in situ generated from l -amino esters and isoselenocyanates, with α-bromoketone under ultrasonication. Selenourea and α-bromoketones formed 2-iminoselenazoles through a Hantzsch selenazole-type reaction. The steric effect of the α-substit...

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Veröffentlicht in:RSC advances 2015-01, Vol.5 (118), p.97113-9712
Hauptverfasser: Chang, Wong-Jin, Kulkarni, Manohar V, Sun, Chung-Ming
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Sprache:eng
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Zusammenfassung:A one-pot multi component reaction of selenoureas, which are in situ generated from l -amino esters and isoselenocyanates, with α-bromoketone under ultrasonication. Selenourea and α-bromoketones formed 2-iminoselenazoles through a Hantzsch selenazole-type reaction. The steric effect of the α-substituted bromoketones on the rate of the tandem reaction was studied to understand the reaction mechanism by isolating the key reaction intermediate, 2-iminoselenol. A one-pot multi component reaction of selenoureas, which are in situ generated from l -amino esters and isoselenocyanates, with α-bromoketone under ultrasonication.
ISSN:2046-2069
2046-2069
DOI:10.1039/c5ra18763j