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Copper-Catalyzed Microwave-Expedited Oxyphosphorylation of Alkynes with Diethyl Phosphite and t-Butyl Hydroperoxide Synthesis of Densely Functionalized Phosphonylated Indenones
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2021-10-28 , DOI: 10.1021/acs.joc.1c01763
Pablo Macías-Benítez 1 , Alfonso Sierra-Padilla 1 , Manuel J Tenorio 2 , F Javier Moreno-Dorado 1 , Francisco M Guerra 1
Affiliation  

Treatment of alkynes with diethyl phosphite and t-butyl hydroperoxide in the presence of [Cu(MeCN)4]BF4 under microwave irradiation produced the oxyphosphorylation of the triple bond, giving rise to the corresponding β-ketophosphonates in moderate-to-good yields. When the triple bond was conjugated to a carbonyl group bearing an aromatic ring, it led to the cyclization of the resulting ketone intermediate, producing eventually different phosphonylated indenones.

中文翻译:

铜催化微波加速炔烃与亚磷酸二乙酯和叔丁基过氧化氢的氧磷酸化合成密集官能化膦酰化茚酮

在微波辐射下,在 [Cu(MeCN) 4 ]BF 4存在下,用亚磷酸二乙酯和丁基过氧化氢处理炔烃产生三键的氧磷酸化,从而以中等至良好的产率产生相应的 β-酮膦酸酯. 当三键与带有芳香环的羰基共轭时,会导致生成的酮中间体环化,最终产生不同的膦酰化茚酮。
更新日期:2021-12-03
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