One-Pot Synthesis of 5,7,8,9,9a,10-Hexahydro-8-thioxotetrahydropyrido[2,3-d : 6,5-d′]dipyrimidine-2,4,6(1H,3H,5aH)-triones via a Four-Component Coupling Reaction of Aldehydes, Amines, Barbituric Acids, and Thiouracil
An efficient one‐pot approach to the synthesis of 5,7,8,9,9a,10‐hexahydro‐8‐thioxopyrido[2,3‐d : 6,5‐d′]dipyrimidine‐2,4,6(1H,3H,5aH)‐triones 5 via a four‐component reaction of an aldehyde 1, an amine 2, a barbituric acid 3, and thiouracil (4) is reported for the first time. This new multicomponent...
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Veröffentlicht in: | Helvetica chimica acta 2013-06, Vol.96 (6), p.1155-1162 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | An efficient one‐pot approach to the synthesis of 5,7,8,9,9a,10‐hexahydro‐8‐thioxopyrido[2,3‐d : 6,5‐d′]dipyrimidine‐2,4,6(1H,3H,5aH)‐triones 5 via a four‐component reaction of an aldehyde 1, an amine 2, a barbituric acid 3, and thiouracil (4) is reported for the first time. This new multicomponent reaction is accomplished in refluxing EtOH in the presence of tungstophosphoric acid (H3PW12O40) as a catalyst. A variety of hexahydropyrido[2,3‐d : 6,5‐d′]dipyrimidinetrione derivatives were successfully synthesized in excellent yields with this protocol (Table 2). |
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ISSN: | 0018-019X 1522-2675 |
DOI: | 10.1002/hlca.201200350 |