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Acyl Fluorides as Efficient Electrophiles for the Copper-Catalyzed Boroacylation of Allenes
ACS Catalysis ( IF 11.3 ) Pub Date : 2017-11-03 00:00:00 , DOI: 10.1021/acscatal.7b02938
Arnaud Boreux 1, 2 , Kiran Indukuri 1 , Fabien Gagosz 2, 3 , Olivier Riant 1
Affiliation  

The copper-catalyzed reaction of allenes with bis(pinacolato)diboron and acyl electrophiles is reported. In this transformation, acyl fluorides have been proven to be more efficient coupling partners than their chloride or carboxylate analogues. The optimized reaction conditions employed were shown to be compatible with a range of commonly used functional groups, thereby allowing the formation of a library of β-boryl β,γ-unsaturated ketones by varying the nature of the allene and acyl fluoride substrates.

中文翻译:

酰基氟作为铜亲子烯铜催化硼酰化反应的高效亲电子试剂

报道了铜在丙二烯与双(频哪醇)二硼和酰基亲电试剂的铜催化下的反应。在这种转化中,酰基氟已被证明是比其氯化物或羧酸盐类似物更有效的偶联伴侣。已显示所采用的优化反应条件与一系列常用官能团相容,从而通过改变丙二烯和酰基氟底物的性质而允许形成β-硼基β,γ-不饱和酮的文库。
更新日期:2017-11-03
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