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Silver-catalyzed synthesis of β-fluorovinylphosphonates by phosphonofluorination of aromatic alkynes
Beilstein Journal of Organic Chemistry ( IF 2.2 ) Pub Date : 2020-12-18 , DOI: 10.3762/bjoc.16.258
Yajing Zhang 1 , Qingshan Tian 2 , Guozhu Zhang 2 , Dayong Zhang 1
Affiliation  

A silver-catalyzed three-component reaction involving alkynes, Selectfluor®, and diethyl phosphite was employed for the one-pot formation of C(sp2)–F and C(sp2)–P bonds to provide an efficient access to β-fluorovinylphosphonates in a highly regio- and stereoselective manner under mild reaction conditions. This reaction is operationally simple and offers an excellent functional group tolerance as well as a broad substrate scope that includes both terminal and internal alkynes. The reaction proceeded through the oxidative generation of a P-centered radical and subsequent fluorine atom transfer.

中文翻译:


银催化芳族炔烃磷酰氟化合成 β-氟乙烯基膦酸酯



采用银催化的三组分反应,涉及炔烃、Select Fluor ®和亚磷酸二乙酯,用于一锅法形成 C(sp 2 )–F 和 C(sp 2 )–P 键,从而有效地获得 β-在温和的反应条件下以高度区域和立体选择性的方式合成氟乙烯基膦酸酯。该反应操作简单,具有优异的官能团耐受性以及广泛的底物范围,包括末端炔烃和内部炔烃。该反应通过氧化生成 P 中心自由基和随后的氟原子转移进行。
更新日期:2020-12-18
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