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Unusual transformations of 3-thiocarbamoylchromones
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2020-07-06 , DOI: 10.1016/j.tetlet.2020.152202
Dmitrii Y. Demin , Artem N. Fakhrutdinov , Igor R. Ilyasov , Tatyana K. Baryshnikova , Mikhail M. Krayushkin , Vladimir N. Yarovenko

The reaction of malononitrile with 3-thiocarbamoylchromones was accompanied by rearrangement, resulting in the formation of 2,5-dihydro-1H-chromeno[2,3-b]pyridine-3-carbonitriles or 2-imino-5-oxo-1-phenyl-2,5-dihydro-1H-chromeno[2,3-b]pyridine-3-carbothioamides, depending on the nature of the substituents in the thiocarbamoyl moiety. This reaction sharply differs from the reaction of malononitrile with 3-carbamoylchromones, which gives coumarino-pyridines.



中文翻译:

3-硫代氨基甲酰基色酮的异常转化

丙二腈与3-硫代氨基甲酰基色酮的反应伴有重排,导致形成2,5-二氢-1 H-色胺[2,3 - b ]吡啶-3-甲腈或2-亚氨基-5-氧代-1 -苯基-2,5-二氢-1 H-铬[2,3 - b ]吡啶-3-碳硫酰胺,具体取决于硫代氨基甲酰基部分中取代基的性质。该反应与丙二腈与3-氨基甲酰基色酮的反应截然不同,后者产生香豆素-吡啶。

更新日期:2020-07-18
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