高选择性钯催化的苯乙烯分子间氟磺酰化反应。
Highly selective Pd-catalyzed intermolecular fluorosulfonylation of styrenes.
机构信息
State Key Laboratory of Organometallic Chemistry and ‡National Center for Organic Mass Spectrometry in Shanghai, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences , 345 Lingling Road, Shanghai, China , 200032.
出版信息
J Am Chem Soc. 2015 Feb 25;137(7):2468-71. doi: 10.1021/ja5131676. Epub 2015 Feb 11.
A novel Pd-catalyzed intermolecular regio- and diastereoselective fluorosulfonylation of styrenes has been developed under mild conditions. This reaction exhibits a wide range of functional-group tolerance in styrenes and arylsulfinic acids to afford various β-fluoro sulfones. Preliminary mechanistic study reveals an unusual mechanism, in which a high-valent L2Pd(III)F species side-selectively reacts with a benzylic carbon radical to deliver a C-F bond. This pathway is distinct from a previously reported radical fluorination reaction.
一种新型的 Pd 催化的苯乙烯分子间区域和立体选择性氟磺酰化反应已经在温和条件下得到了发展。该反应在苯乙烯和芳基亚磺酸钠中表现出广泛的官能团容忍性，能够得到各种β-氟磺酮。初步的机理研究揭示了一种不寻常的机制，其中高价 L2Pd(III)F 物种选择性地与苄基碳自由基反应，生成 C-F 键。这条途径与之前报道的自由基氟化反应不同。
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