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Copper‐Catalyzed Dehydrative Cyclization of 1‐(2‐Hydroxyphenyl)propargyl Alcohols with P(O)H Compounds for the Synthesis of 2‐Phosphorylmethylbenzofurans
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2018-01-10 , DOI: 10.1002/adsc.201701368
Ming Zhang 1 , Jianlin Yang 1 , Qing Xu 2 , Chao Dong 1 , Li-Biao Han 3 , Ruwei Shen 1
Affiliation  

A tetrakis(acetonitrile)copper(I) hexafluorophosphate [Cu(MeCN)PF6]‐catalyzed dehydrative reaction of 1‐(2‐hydroxyphenyl)propargyl alcohols with diarylphosphine oxides has been developed to provide an efficient synthesis of phosphorylated benzofurans in good to high yields. In the presence of a catalytic amount of an organic base, a variety of H‐phosphonates and H‐phosphinates can also be employed as good substrates to produce the corresponding products in moderate yields. The reaction has significant economical and ecological advantages since the formation of a new C(sp3)–P bond and the benzofuran framework could both be achieved using an inexpensive copper catalyst with water produced as the sole by‐product. Some synthetic transformations of the product have also been demonstrated.

中文翻译:

铜催化1-(2-羟基苯基)炔丙基醇与P(O)H化合物的脱水环化反应,合成2-磷酰基甲基苯并呋喃

已开发了由四(乙腈)铜(I)六氟磷酸盐[Cu(MeCN)PF 6 ]催化的1-(2-羟苯基)炔丙醇与二芳基膦氧化物的脱水反应,以提供从高到高的磷酸化苯并呋喃的高效合成产量。在催化量的有机碱存在下,各种H-膦酸酯和H-次膦酸酯也可以用作良好的底物,以中等收率生产相应的产品。自从形成新的C(sp 3)-P键和苯并呋喃骨架都可以使用廉价的铜催化剂实现,而水是唯一的副产物。还证明了该产品的一些合成转化。
更新日期:2018-01-10
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