| Literature DB >> 24394386 |
Clarissa P Frizzo1, Elisandra Scapin1, Mara R B Marzari1, Taiana S München1, Nilo Zanatta1, Helio G Bonacorso1, Lilian Buriol2, Marcos A P Martins3.
Abstract
Ultrasonic irradiation was used in the synthesis of a series of novel 1,2,4-triazolo[1,5-a]pyrimidines. The products were synthetized from the cyclocondensation reaction of 1,1,1-trifluoro-4-metoxy-3-alken-2-one [CF3C(O)CHC(R)OMe, where R=Ph, 4-F-C6H4, 4-Br-C6H4, 4-I-C6H4, 4-CH3-C6H4, 4-CH3O-C6H4, Thien-2-yl, Biphen-4-yl] or β-enaminones [RC(O)CHCHNMe2, where R=Ph, 4-F-C6H4, 4-Br-C6H4, 4-I-C6H4, 4-CH3-C6H4, 4-CH3O-C6H4, 4-NO2-C6H4, Thien-2-yl, Biphen-4-yl, Naphth-2-yl, Pyrrol-2-yl, CCl3] with 5-amino-1,2,4-triazole in acetic acid at 99°C with 5-17 min of ultrasound irradiation. This methodology has shown several advantages, such as shorter reaction times, mild conditions, high regioselectivity, and excellent yields, when compared with conventional thermal heating (oil bath).Entities:
Keywords: 1,2,4-Triazolo[1,5-a]pyrimidine; Enaminones; Trifluoromethyl enones; Ultrasound
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Year: 2013 PMID: 24394386 DOI: 10.1016/j.ultsonch.2013.12.007
Source DB: PubMed Journal: Ultrason Sonochem ISSN: 1350-4177 Impact factor: 7.491