Ultrasound-promoted synthesis of novel fused heterocycles by criss-cross cycloaddition
This work reports a novel and highly efficient methodology for the synthesis of perhydrotriazolotriazoledithions from two successive 1,3-dipolar cycloaddition under ultrasound irradiation. Aromatic 2,3-diazabuta-1,3-diene ligands with thiocyanates in glacial AcOH produced the corresponding perhydro...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2016-01-01
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| Series: | Journal of Saudi Chemical Society |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S1319610312000762 |
| _version_ | 1828329467321253888 |
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| author | Javad Safari Soheila Gandomi-Ravandi Marzieh Ghotbinejad |
| author_facet | Javad Safari Soheila Gandomi-Ravandi Marzieh Ghotbinejad |
| author_sort | Javad Safari |
| collection | DOAJ |
| description | This work reports a novel and highly efficient methodology for the synthesis of perhydrotriazolotriazoledithions from two successive 1,3-dipolar cycloaddition under ultrasound irradiation. Aromatic 2,3-diazabuta-1,3-diene ligands with thiocyanates in glacial AcOH produced the corresponding perhydro [1,2,4] triazolo [1,2-a] [1,2,4] triazole-1,5-dithiones via criss-cross cycloaddition reactions under ultrasound irradiation. Structures of all compounds were characterized by 1H and 13C NMR, UV, IR and elemental analysis spectral data. The major advantages of the reported method are its selectivity, operational simplicity, extremely mild reaction conditions, short reaction times, and excellent yields. |
| first_indexed | 2024-04-13T20:25:17Z |
| format | Article |
| id | doaj.art-d4162aa083ba4671a78fe88ac352bd2b |
| institution | Directory Open Access Journal |
| issn | 1319-6103 |
| language | English |
| last_indexed | 2024-04-13T20:25:17Z |
| publishDate | 2016-01-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Journal of Saudi Chemical Society |
| spelling | doaj.art-d4162aa083ba4671a78fe88ac352bd2b2022-12-22T02:31:23ZengElsevierJournal of Saudi Chemical Society1319-61032016-01-01201202310.1016/j.jscs.2012.02.009Ultrasound-promoted synthesis of novel fused heterocycles by criss-cross cycloadditionJavad SafariSoheila Gandomi-RavandiMarzieh GhotbinejadThis work reports a novel and highly efficient methodology for the synthesis of perhydrotriazolotriazoledithions from two successive 1,3-dipolar cycloaddition under ultrasound irradiation. Aromatic 2,3-diazabuta-1,3-diene ligands with thiocyanates in glacial AcOH produced the corresponding perhydro [1,2,4] triazolo [1,2-a] [1,2,4] triazole-1,5-dithiones via criss-cross cycloaddition reactions under ultrasound irradiation. Structures of all compounds were characterized by 1H and 13C NMR, UV, IR and elemental analysis spectral data. The major advantages of the reported method are its selectivity, operational simplicity, extremely mild reaction conditions, short reaction times, and excellent yields.http://www.sciencedirect.com/science/article/pii/S1319610312000762CycloadditionAzineHeterocycleUltrasound irradiation |
| spellingShingle | Javad Safari Soheila Gandomi-Ravandi Marzieh Ghotbinejad Ultrasound-promoted synthesis of novel fused heterocycles by criss-cross cycloaddition Journal of Saudi Chemical Society Cycloaddition Azine Heterocycle Ultrasound irradiation |
| title | Ultrasound-promoted synthesis of novel fused heterocycles by criss-cross cycloaddition |
| title_full | Ultrasound-promoted synthesis of novel fused heterocycles by criss-cross cycloaddition |
| title_fullStr | Ultrasound-promoted synthesis of novel fused heterocycles by criss-cross cycloaddition |
| title_full_unstemmed | Ultrasound-promoted synthesis of novel fused heterocycles by criss-cross cycloaddition |
| title_short | Ultrasound-promoted synthesis of novel fused heterocycles by criss-cross cycloaddition |
| title_sort | ultrasound promoted synthesis of novel fused heterocycles by criss cross cycloaddition |
| topic | Cycloaddition Azine Heterocycle Ultrasound irradiation |
| url | http://www.sciencedirect.com/science/article/pii/S1319610312000762 |
| work_keys_str_mv | AT javadsafari ultrasoundpromotedsynthesisofnovelfusedheterocyclesbycrisscrosscycloaddition AT soheilagandomiravandi ultrasoundpromotedsynthesisofnovelfusedheterocyclesbycrisscrosscycloaddition AT marziehghotbinejad ultrasoundpromotedsynthesisofnovelfusedheterocyclesbycrisscrosscycloaddition |