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Tandem nucleophilic addition/oxa-Michael reaction of ortho-formyl chalcones with dimethyl (diazomethyl)phosphonate for the synthesis of phosphine-containing 1,3-disubstituted phthalans
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2020-07-06 , DOI: 10.1016/j.tetlet.2020.152174
Ximeng Wei , Guihua Chen , Yungui Peng

A novel base-promoted tandem reaction between ortho-formyl chalcones and dimethyl (diazomethyl)phosphonate has been discovered for the construction of a series of phosphine-containing 1,3-disubstituted phthalans with up to 99% yields. This reaction was amenable to scale up to 1 mmol with 90% yield. The alkyne, which was well-known as the product of Seyferth-Gilbert reagent with aldehyde, was not detected in this reaction.



中文翻译:

甲酰基查耳酮与(重氮甲基)膦酸二甲酯的串联亲核加成/ oxa -Michael反应,用于合成含膦的1,3-二取代邻苯二酚

之间的新的碱促进的串联反应邻-甲酰基查耳酮和二甲基(重氮甲基)膦已发现对于含膦与高达99%的产率1,3-二取代phthalans一系列的构造。该反应适合规模扩大到1mmol,产率为90%。在该反应中未检测到作为塞弗菲-吉尔伯特试剂与醛的产物而众所周知的炔烃。

更新日期:2020-07-30
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